Product Name

  • Name

    Urea

  • EINECS 200-315-5
  • CAS No. 57-13-6
  • Article Data996
  • CAS DataBase
  • Density 1.32 g/cm3
  • Solubility in water: 51.8 g/100 ml (20 °C), 54.5 g/100ml (25 °C), 71.7 g/100 ml (60 °C), 95.0 g/100 ml (120 °C)
  • Melting Point 131-135 °C
  • Formula CH4N2O
  • Boiling Point 196.611 °C at 760 mmHg
  • Molecular Weight 60.0556
  • Flash Point 72.708 °C
  • Transport Information
  • Appearance white solid
  • Safety 26-36-24/25
  • Risk Codes 36/37/38-40
  • Molecular Structure Molecular Structure of 57-13-6 (Urea)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms Carbamide;Carbonyl diamide;Carbonyldiamine;Diaminomethanal;Diaminomethanone;Prespersion, 75 urea;Urea-13C;Ureacin-20;Urepearl;
  • PSA 69.11000
  • LogP 0.42440

Synthetic route

ammonium cyanate
22981-32-4

ammonium cyanate

urea
57-13-6

urea

Conditions
ConditionsYield
In ethanol at 32°C;100%
In ethanol at 32°C;100%
In water Kinetics; izomerization; equil. react.;
S,S-dimethyl dithiocarbonate
868-84-8

S,S-dimethyl dithiocarbonate

urea
57-13-6

urea

Conditions
ConditionsYield
With ammonia; water at 60℃; for 2h;100%
carbon monoxide
201230-82-2

carbon monoxide

ammonia
7664-41-7

ammonia

sulfur
7704-34-9

sulfur

A

hydrogen sulfide
7783-06-4

hydrogen sulfide

B

urea
57-13-6

urea

Conditions
ConditionsYield
In methanol; water molar ratio of CO:S = 1.36; 35 min; at 110°C; 60% excess of NH3; 75% CH3OH;A n/a
B 96.2%
In methanol; water molar ratio of NH3:S:CO = 1.4 : 1 : 1.36; 35 min; at 110°C; 54% CH3OH;A n/a
B 96.2%
In methanol; water molar ratio of NH3:S:CO = 1.4 : 1 : 1.36; 35 min; at 110°C; 54% CH3OH;A n/a
B 96.3%
thiourea
17356-08-0

thiourea

urea
57-13-6

urea

Conditions
ConditionsYield
With bismuth(III) nitrate In acetonitrile for 0.25h; Heating;96%
With Oxone for 0.0833333h;96%
With 3-carboxypyridinium chlorochromate In acetonitrile for 0.0333333h; Product distribution; Further Variations:; Reagents; Temperatures; without microwave irradiation; solvent-free; microwave irradiation;95%
Difluoroacetic acid
381-73-7

Difluoroacetic acid

3,3-diphenylpropan-1-ol
20017-67-8

3,3-diphenylpropan-1-ol

A

difluoroacetic acid, O-(3,3-diphenyl-propyl) ester

difluoroacetic acid, O-(3,3-diphenyl-propyl) ester

B

urea
57-13-6

urea

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In diethyl ether at 0 - 20℃;A 96%
B n/a
nitrourea
556-89-8

nitrourea

ammonia
7664-41-7

ammonia

A

urea
57-13-6

urea

B

nitramine
7782-94-7

nitramine

Conditions
ConditionsYield
In ammonia at -33°C;A 91%
B n/a
tetrafluoroboric acid diethyl ether
67969-82-8

tetrafluoroboric acid diethyl ether

F6P(1-)*C25H43Fe2N2OS2(1+)

F6P(1-)*C25H43Fe2N2OS2(1+)

acetonitrile
75-05-8

acetonitrile

A

F6P(1-)*C26H44Fe2N4S2(2+)*BF4(1-)

F6P(1-)*C26H44Fe2N4S2(2+)*BF4(1-)

B

urea
57-13-6

urea

Conditions
ConditionsYield
In acetone at 20℃; for 2h; Inert atmosphere; Schlenk technique;A 90%
B 90%
sodium methylate
124-41-4

sodium methylate

4-ureidocarbonylpyrazole
80981-23-3

4-ureidocarbonylpyrazole

A

methyl pyrazole-4-carboxylate
51105-90-9

methyl pyrazole-4-carboxylate

B

urea
57-13-6

urea

Conditions
ConditionsYield
In methanol for 2h; Heating;A 89%
B n/a
carbon oxide sulfide
463-58-1

carbon oxide sulfide

ammonia
7664-41-7

ammonia

A

hydrogen sulfide
7783-06-4

hydrogen sulfide

B

urea
57-13-6

urea

Conditions
ConditionsYield
1.5-fold molar excess of NH3; at 105°C;A n/a
B 88%
In ethanol at a temp. near the m.p. of urea; using abs. ethanol;A n/a
B 76%
In ammonia at a temp. near the m.p. of urea;A n/a
B 64%
iron pentacarbonyl
13463-40-6

iron pentacarbonyl

ammonia
7664-41-7

ammonia

A

2NH4(1+)*{Fe(CO)4}(2-)=(NH4)2{Fe(CO)4}

2NH4(1+)*{Fe(CO)4}(2-)=(NH4)2{Fe(CO)4}

B

urea
57-13-6

urea

Conditions
ConditionsYield
With ammonium chloride In ammonia at exclusion of light, air and moisture; 20°C; 5 d;A n/a
B 85%
In ammonia at exclusion of light, air and moisture; 20°C; 5 d;A n/a
B 77%
In ammonia at exclusion of light, air and moisture; 20°C; 1 d;A n/a
B 31%
In ammonia at exclusion of light, air and moisture; 20°C; 14 d;A n/a
B >99
CYANAMID
420-04-2

CYANAMID

urea
57-13-6

urea

Conditions
ConditionsYield
With [OsCl2(η6-p-cymene)(PMe2OH)]; water at 40℃; for 0.25h; Reagent/catalyst; Inert atmosphere; Sealed tube;80%
With sulfuric acid
ammonium oxythiocarbamate
16687-42-6

ammonium oxythiocarbamate

A

ammonium cyanate
22981-32-4

ammonium cyanate

B

sulfur
7704-34-9

sulfur

C

urea
57-13-6

urea

Conditions
ConditionsYield
In ethanol storing in air; elimination of the ppt.; crystn. S by HgO at low temp.;A n/a
B n/a
C 80%
In ethanol storing in air; elimination of the ppt.; crystn. S by HgO at low temp.;A n/a
B n/a
C 80%
In ethanol storing in air; elimination of the ppt.; crystn. S by HgO at low temp.;A n/a
B n/a
C 80%
carbon dioxide
124-38-9

carbon dioxide

ammonia
7664-41-7

ammonia

urea
57-13-6

urea

Conditions
ConditionsYield
at molar ratio of NH3:CO2 = 8;77%
High Pressure; at 175 until 180°C; at a pressure of 175 at; molar ratio of NH3:CO2 = 6; liquid phase;76%
at molar ratio of NH3:CO2 = 6;72%
propan-1-ol
71-23-8

propan-1-ol

carbon monoxide
201230-82-2

carbon monoxide

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

A

propamocarb
24579-73-5

propamocarb

B

urea
57-13-6

urea

Conditions
ConditionsYield
With oxygen; N,N-dimethyl-formamide; sodium iodide; palladium dichloride at 125℃; under 30003 Torr; for 2h; Pressure; Reagent/catalyst; Autoclave; Inert atmosphere;A 75.6%
B 5.7%
nitro-carboxamide

nitro-carboxamide

A

5-Amino-4-chloro-2-[8'-benzyl-8'-azabicyclo-[3.2.1]octane-3'β-carboxamido]-anisole

5-Amino-4-chloro-2-[8'-benzyl-8'-azabicyclo-[3.2.1]octane-3'β-carboxamido]-anisole

B

urea
57-13-6

urea

Conditions
ConditionsYield
aluminum nickel In ethanolA 73%
B n/a
uric Acid
69-93-2

uric Acid

A

pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

B

urea
57-13-6

urea

Conditions
ConditionsYield
With rose bengal; sodium hydroxide In glycerol for 36h; Irradiation;A 72.18%
B n/a
ethyl 4-(4-chlorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate
154866-92-9

ethyl 4-(4-chlorophenyl)-1,2,3,4-tetrahydro-6-methyl-2-thioxopyrimidine-5-carboxylate

A

(4-chlorobenzylidene)hydrazine
52372-80-2

(4-chlorobenzylidene)hydrazine

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 70%
B n/a
C n/a
D 55%
5-carboethoxy-6-methyl-4-(4-methylphenyl)-1H-pyrimidin-2-thione
185023-34-1

5-carboethoxy-6-methyl-4-(4-methylphenyl)-1H-pyrimidin-2-thione

A

4-methylbenzaldehyde hydrazone
52693-87-5

4-methylbenzaldehyde hydrazone

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 69%
B n/a
C n/a
D 55%
ammonia
7664-41-7

ammonia

polycarbonate

polycarbonate

A

BPA
80-05-7

BPA

B

urea
57-13-6

urea

Conditions
ConditionsYield
In ethanol; water at 80℃; for 12h; Green chemistry;A n/a
B 68%
5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione
123043-88-9, 33458-26-3

5-ethoxycarbonyl-4-phenyl-6-methyl-3,4-dihydropyrimidine-2(1H)-thione

A

benzaldehyde, hydrazone
5281-18-5

benzaldehyde, hydrazone

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 67%
B n/a
C n/a
D 55%
propan-1-ol
71-23-8

propan-1-ol

carbon monoxide
201230-82-2

carbon monoxide

N-butylamine
109-73-9

N-butylamine

A

urea
57-13-6

urea

B

n-propyl N-n-butyl carbamate
100823-18-5

n-propyl N-n-butyl carbamate

Conditions
ConditionsYield
With oxygen; triethylamine; sodium iodide; palladium dichloride at 165℃; Reagent/catalyst; Autoclave; Inert atmosphere;A 66%
B 8%
5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione
113697-57-7

5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione

A

p-anisaldehyde hydrazone
5953-85-5

p-anisaldehyde hydrazone

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 66%
B n/a
C n/a
D 55%
4-(4-chlorophenyl)-5-(ethoxycarbonyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
5948-71-0

4-(4-chlorophenyl)-5-(ethoxycarbonyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one

A

(4-chlorobenzylidene)hydrazine
52372-80-2

(4-chlorobenzylidene)hydrazine

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 62%
B n/a
C n/a
D 55%
ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
123237-03-6, 5395-36-8

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate

A

benzaldehyde, hydrazone
5281-18-5

benzaldehyde, hydrazone

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 62%
B n/a
C n/a
D 55%
carbon dioxide
124-38-9

carbon dioxide

ammonia
7664-41-7

ammonia

water
7732-18-5

water

urea
57-13-6

urea

Conditions
ConditionsYield
at 190℃; under 112511 Torr;61%
ethyl 4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one-5-carboxylate
161374-07-8

ethyl 4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one-5-carboxylate

A

p-anisaldehyde hydrazone
5953-85-5

p-anisaldehyde hydrazone

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 60%
B n/a
C n/a
D 55%
ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
299949-24-9

ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

A

4-methylbenzaldehyde hydrazone
52693-87-5

4-methylbenzaldehyde hydrazone

B

thiourea
17356-08-0

thiourea

C

urea
57-13-6

urea

D

5-hydroxy-3-methylpyrazole
132712-71-1, 4344-87-0, 145091-87-8

5-hydroxy-3-methylpyrazole

Conditions
ConditionsYield
With hydrazine hydrate In neat (no solvent) for 6h; Reflux;A 58%
B n/a
C n/a
D 55%
ammonium carbamate

ammonium carbamate

A

water
7732-18-5

water

B

urea
57-13-6

urea

Conditions
ConditionsYield
Kinetics; at 200°C;A n/a
B 55%
Kinetics; at 200°C;A n/a
B 55%
Kinetics; at 140°C;A n/a
B 43%
uric Acid
69-93-2

uric Acid

A

5,6-dihydroxypyrimidine-2,4(1H,3H)-dione
102636-37-3

5,6-dihydroxypyrimidine-2,4(1H,3H)-dione

B

urea
57-13-6

urea

Conditions
ConditionsYield
With rose bengal In acetic acid; glycerol for 38h; Irradiation;A 45.11%
B n/a
maleic anhydride
108-31-6

maleic anhydride

urea
57-13-6

urea

maleuric acid
105-61-3

maleuric acid

Conditions
ConditionsYield
With acetic acid at 50℃; for 12h;100%
With acetic acid
at 80℃;
at 100 - 105℃;
With acetic acid
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

urea
57-13-6

urea

ethyl 6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
123371-45-9

ethyl 6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Conditions
ConditionsYield
With 1-methylimidazole based ionic liquid terminated dendritic moiety prepared from 2,4,6-trichloro-1,3,5-triazine and 1,3-diaminopropane immobilized on 3-aminopropyltriethoxysilane functionalized bentonite In ethanol; water at 50℃; for 3h; Biginelli Pyrimidone Synthesis; Green chemistry;100%
With guanidine In neat (no solvent) at 80℃; for 2h; Biginelli Pyrimidone Synthesis;99%
With 1,4-diazaniumbicyclo[2.2.2]octane diacetate In neat (no solvent) at 80℃; for 0.0833333h; Biginelli Pyrimidone Synthesis; Green chemistry;99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

urea
57-13-6

urea

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
123237-03-6, 5395-36-8

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With Cl7Fe2(1-)*C6H9N2O2(1+); C8H15N2(1+)*C4H12B(1-) at 80℃; for 2h; Reagent/catalyst; Biginelli Pyrimidone Synthesis;99%
With guanidine In neat (no solvent) at 80℃; for 2h; Biginelli Pyrimidone Synthesis;99%
dimethylglyoxal
431-03-8

dimethylglyoxal

urea
57-13-6

urea

tetrahydro-3a,6a-dimethylimidazo<4,5-d>imidazole-2,5-(1H,3H)-dione
28115-25-5

tetrahydro-3a,6a-dimethylimidazo<4,5-d>imidazole-2,5-(1H,3H)-dione

Conditions
ConditionsYield
With H3PW12O40 In methanol at 20℃; for 5.5h;100%
With 1-hydroxyethylene-(1,1-diphosphonic acid) In water at 80℃; for 1h; Green chemistry;95%
With hydrogenchloride In water at 20℃; for 12h;76%
3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

urea
57-13-6

urea

5-methylbenzo[d]oxazol-2(3H)-one
22876-15-9

5-methylbenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 145 - 150℃; for 3.5h;100%
at 144.85 - 149.85℃; for 4h;59.69%
In N,N-dimethyl-formamide for 5h; Carbonylation; Heating;55%
urea
57-13-6

urea

hydroxy-phenyl-acetic acid ethyl ester
774-40-3, 4358-88-7

hydroxy-phenyl-acetic acid ethyl ester

5-phenyloxazolidine-2,4-dione
5841-63-4

5-phenyloxazolidine-2,4-dione

Conditions
ConditionsYield
With sodium ethanolate; sodium hydride In ethanol at 0℃; for 2.5h; Reflux;100%
With sodium ethanolate In ethanol at 0℃; for 4h; Reflux;17.04%
With sodium methylate Hydrolysieren des Reaktionsprodukts;
urea
57-13-6

urea

2-Amino-4-chlorobenzoic acid
89-77-0

2-Amino-4-chlorobenzoic acid

7-chloroquinazoline-2,4-dione
13165-35-0

7-chloroquinazoline-2,4-dione

Conditions
ConditionsYield
at 200℃; for 1h;100%
at 200℃; for 2h;85%
With sodium hydroxide In water for 120h; Heating;33%
urea
57-13-6

urea

urea, monosodium salt
29878-39-5

urea, monosodium salt

Conditions
ConditionsYield
With sodium hydride; toluene at 25 - 90℃; for 1.5h; Reagent/catalyst;100%
With sodium methylate In methanol; 5,5-dimethyl-1,3-cyclohexadiene at 120℃;93%
With sodium methylate In methanol; 5,5-dimethyl-1,3-cyclohexadiene at 120℃;93%
With ammonia; sodium
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

urea
57-13-6

urea

ethyl 4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one-5-carboxylate
161374-07-8

ethyl 4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one-5-carboxylate

Conditions
ConditionsYield
With piperidine In ethanol for 4h; Heating;100%
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With CuCl2*2H2O for 0.025h; Biginelli condensation; microwave irradiation;99%
1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one
3327-24-0

1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one

urea
57-13-6

urea

2-oxo-4-(o-hydroxyphenyl)-6-(p-methoxyphenyl)-1,3,6-trihydro-pyrimidine

2-oxo-4-(o-hydroxyphenyl)-6-(p-methoxyphenyl)-1,3,6-trihydro-pyrimidine

Conditions
ConditionsYield
With sulfuric acid In ethanol for 8h; Heating;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

urea
57-13-6

urea

4-(4-chlorophenyl)-5-(ethoxycarbonyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
5948-71-0

4-(4-chlorophenyl)-5-(ethoxycarbonyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate In ethanol at 80℃; for 3h; Time; Biginelli Pyrimidone Synthesis;99%
Stage #1: ethyl acetoacetate; 4-chlorobenzaldehyde With secondary amine linked triazine and pyrene containing microporous organic polymer at 40 - 80℃; for 0.5h;
Stage #2: urea for 2h; Biginelli Pyrimidone Synthesis; Reflux;
99%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

urea
57-13-6

urea

5-methoxycarbonyl-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
205999-87-7

5-methoxycarbonyl-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With sulfuric acid; copper(l) chloride In methanol Biginelli Pyrimidone Synthesis; Reflux; Inert atmosphere;100%
With ytterbium(III) triflate at 100℃; for 0.333333h; Biginelli reaction;99%
With calcium chloride In ethanol for 2h; Biginelli reaction; Heating;98%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

urea
57-13-6

urea

ethyl propanoylacetate
4949-44-4

ethyl propanoylacetate

ethyl 6-ethyl-4-(4-methoxyphenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 6-ethyl-4-(4-methoxyphenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With Aliquat 336; sodium hydroxide In water at 100℃; for 0.75h; Reagent/catalyst; Solvent; Temperature; Time;91%
With zinc(II) oxide In water for 0.416667h; Biginelli Pyrimidone Synthesis;86%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

ethyl 4-(2-bromophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 4-(2-bromophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With ytterbium(III) triflate at 100℃; for 0.666667h; Biginelli reaction;97%
With 2,2,2-trifluoroethanol at 80℃; Biginelli pyrimidine synthesis;94%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
299949-24-9

ethyl 6-methyl-2-oxo-4-p-tolyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
polystyrene-methylimidazolium(1+)*PF6(1-) In acetic acid at 100℃; for 2h;99%
With indium(III) bromide In ethanol for 7h; Biginelli condensation; Heating;98%
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

ethyl 4-(2-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
5948-68-5

ethyl 4-(2-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With piperidine In ethanol for 4h; Heating;100%
With 3-ethoxycarbonylmethyl-1-methylimidazolium hydrogen sulfate at 80℃; for 0.25h; Biginelli reaction;92%
With In(OSO2CF3)3 for 0.183333h; Biginelli reaction; microwave irradiation;91%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

1-naphthaldehyde
66-77-3

1-naphthaldehyde

urea
57-13-6

urea

6-methyl-4-naphthalen-1-yl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
219814-93-4, 1032574-17-6

6-methyl-4-naphthalen-1-yl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
With copper doped mesoporous silica MCM-41 supported dual acidic ionic liquid-HSO4 In ethanol at 80℃; for 1h; Biginelli Pyrimidone Synthesis;97%
Stage #1: 1-naphthaldehyde; urea With hydrogenchloride In tetrahydrofuran; water at 67℃; for 1h; Biginelli Pyrimidone Synthesis; Green chemistry;
Stage #2: ethyl acetoacetate With N,N′-(cyclohexane-1,2-diyl)bis(3,6-dichloropicolinamide) In tetrahydrofuran; water at 67℃; for 5h; Biginelli Pyrimidone Synthesis; Green chemistry;
95%
indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

urea
57-13-6

urea

3a,8a-dihydroxy-1,3,3a,8a-tetrahydroindeno[1,2-d]imidazole-2,8-dione
22431-00-1

3a,8a-dihydroxy-1,3,3a,8a-tetrahydroindeno[1,2-d]imidazole-2,8-dione

Conditions
ConditionsYield
at 80℃; for 1h;100%
In water at 20℃; for 0.833333h; Green chemistry;98%
In water at 50 - 60℃;93%
urea
57-13-6

urea

nitrourea
556-89-8

nitrourea

Conditions
ConditionsYield
With nitric acid for 2h;100%
With nitric acid at 20℃; for 2h; Neat (no solvent);100%
With nitric acid at 20℃; for 2h;100%
3-(4-nitrophenyl)-2-oxopropanoic acid
38335-24-9

3-(4-nitrophenyl)-2-oxopropanoic acid

benzaldehyde
100-52-7

benzaldehyde

urea
57-13-6

urea

5-(4-nitro-phenyl)-2-oxo-6-phenyl-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid

5-(4-nitro-phenyl)-2-oxo-6-phenyl-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid

Conditions
ConditionsYield
With methanesulfonic acid In ethanol for 24h; Biginelli reaction; Heating;100%
urea
57-13-6

urea

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

2,2,2-triphenyl-1H-1,3,2,λ5-diazaphosphotidin-4-one

2,2,2-triphenyl-1H-1,3,2,λ5-diazaphosphotidin-4-one

Conditions
ConditionsYield
at 95 - 100℃; for 4h;100%
methyl 3-amino-4-formylbenzoate
212322-17-3

methyl 3-amino-4-formylbenzoate

urea
57-13-6

urea

methyl 2-hydroxy-quinazoline-7-carboxylate
953039-78-6

methyl 2-hydroxy-quinazoline-7-carboxylate

Conditions
ConditionsYield
at 145℃; for 16h;100%
1-(2-amino-4-methoxyphenyl)ethanone
42465-53-2

1-(2-amino-4-methoxyphenyl)ethanone

urea
57-13-6

urea

7-methoxy-4-methyl-quinazolin-2-ol
37528-39-5

7-methoxy-4-methyl-quinazolin-2-ol

Conditions
ConditionsYield
With acetic acid at 100℃; for 16h;100%
1-(2-amino-3-methoxyphenyl)ethanone
42465-54-3

1-(2-amino-3-methoxyphenyl)ethanone

urea
57-13-6

urea

8-methoxy-4-methyl-quinazolin-2-ol
953039-91-3

8-methoxy-4-methyl-quinazolin-2-ol

Conditions
ConditionsYield
With acetic acid at 100℃; for 16h;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

ethyl 6-methyl-4-[4-(methylsulfanyl)phenyl]-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
423737-44-4

ethyl 6-methyl-4-[4-(methylsulfanyl)phenyl]-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
Wells-Dawson heteropolyacid catalyst at 80℃; for 1.5h; Biginelli reaction;92%
With 25,26,27,28-terahydroxycalix[4]arene-5,11,7,23-tetrasulfonic acid In ethanol for 8h; Biginelli reaction; Reflux;92%
C20H8N2O4

C20H8N2O4

urea
57-13-6

urea

zinc(II) chloride
7646-85-7

zinc(II) chloride

C80H32N8O16Zn

C80H32N8O16Zn

Conditions
ConditionsYield
With ammonium molibdate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 240℃; for 3h;100%
(2R)-2-hydroxy-2-(3-methylphenyl)propanoic acid methyl ester
877681-24-8

(2R)-2-hydroxy-2-(3-methylphenyl)propanoic acid methyl ester

urea
57-13-6

urea

(5R)-5-methyl-5-(3-methylphenyl)oxazolidine-2,4-dione
875542-02-2

(5R)-5-methyl-5-(3-methylphenyl)oxazolidine-2,4-dione

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 95℃;100%
With sodium ethanolate In ethanol Heating / reflux;
With sodium ethanolate In ethanol at 95℃; Heating / reflux;
5-Amino-1-(2-phenylethyl)-1H-pyrazole-4-carboxylic acid
443107-13-9

5-Amino-1-(2-phenylethyl)-1H-pyrazole-4-carboxylic acid

urea
57-13-6

urea

C13H12N4O2
443107-17-3

C13H12N4O2

Conditions
ConditionsYield
at 180℃;100%
choline chloride
67-48-1

choline chloride

urea
57-13-6

urea

urea/choline chloride eutectic salt

urea/choline chloride eutectic salt

Conditions
ConditionsYield
at 70 - 80℃; for 0.333333h;100%
at 120℃; for 0.333333h; Neat (no solvent);
at 74℃;

Urea Specification

Urea is a weak base and a organic compound with the formula CH4N2O. Urea is also called as carbamide which is white crystalline powder. It is highly soluble in water and non-toxic. Urea reacts with azo and diazo compounds to generate toxic gases, and reacts with strong reducing agents to form flammable gases. Urea should be sealed and stored in cool and dry place.

Physical properties about Urea are: (1)ACD/LogP: -1.66; (2)ACD/LogD (pH 5.5): 1.66; (3)ACD/LogD (pH 7.4): -1.66; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 2.98; (7)ACD/KOC (pH 7.4): 2.98; (8)#H bond acceptors: 3; (9)#H bond donors: 4; (10)Index of Refraction: 1.469; (11)Molar Refractivity: 13.782 cm3; (12)Molar Volume: 49.517 cm3; (13)Polarizability: 5.464 10-24cm3; (14)Surface Tension: 55.3680000305176; (15)dyne/cm Density: 1.213 g/cm3; (16)Flash Point: 72.708 °C; (17)Enthalpy of Vaporization: 43.281 kJ/mol; (18)Boiling Point: 196.611 °C at 760 mmHg; (19)Vapour Pressure: 0.395000010728836 mmHg at 25°C

Preparation of Urea: The synthesis of Urea from an inorganic precursor was an important milestone in the development of organic chemistry, as it showed for the first time that a molecule found in living organisms could be synthesized in the lab without biological starting materials. In addition, Urea can be prepared by treating silver isocyanate with ammonium chloride.

AgNCO + NH4Cl → (NH2)2CO + AgCl

The Urea can also be prepared by ammonia and carbon dioxide. The mixture reacts to generate ammonium carbamate. Finally, you can gain Urea through dehydration.

NH3 + CO2 → H2NCONH4 → H2NCONH2

Meanwhile, the Urea can also be prepared by calcium cyanamide and sulfuric acid. The mixture reacts and generates cyanamide. After that, it reacts with H2O. Via decoloration and recrystallization, you can gain Urea.

CaNCN + H2SO4 → NH2CN + CaSO4
NH2CN + H2O → NH2CONH2

Uses of Urea : Urea is used as a nitrogen-release fertilizer in agriculture. In chemical industry it is a raw material for the manufacture of many important chemicals, such as: various plastics, especially the urea-formaldehyde resins; various adhesives, such as urea-formaldehyde or the urea-melamine-formaldehyde used in marine plywood ; potassium cyanate, another industrial feedstock; Urea nitrate, an explosive. And also Urea is used in topical dermatological products to promote rehydration of the skin. If covered by an occlusive dressing, 40% Urea preparations may also be used for nonsurgical debridement of nails. This Urea is also used as an earwax removal aid.

When you are using Urea, please be cautious about it: Urea is irritating to eyes, respiratory system and skin. And limited evidence of a carcinogenic effect. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Moreover, you should wear suitable protective clothing to avoid contact Urea with skin and eyes.

People can use the following data to convert to the molecule structure of Urea:
(1)SMILES: C(=O)(N)N
(2)InChI: InChI=1/CH4N2O/c2-1(3)4/h(H4,2,3,4)
(3)InChIKey: XSQUKJJJFZCRTK-UHFFFAOYAF

Toxicity of Urea:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 3gm/kg (3000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1353, 1935.
dog LDLo subcutaneous 3gm/kg (3000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1353, 1935.
domestic animals - goat/sheep LDLo oral 511mg/kg (511mg/kg) BEHAVIORAL: TETANY

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
American Journal of Physiology. Vol. 153, Pg. 41, 1948.
frog LDLo subcutaneous 600mg/kg (600mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1353, 1935.
mouse LD50 intravenous 4600mg/kg (4600mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Oyo Yakuri. Pharmacometrics. Vol. 13, Pg. 749, 1977.
mouse LD50 oral 11gm/kg (11000mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(12), Pg. 53, 1987.
mouse LD50 subcutaneous 9200mg/kg (9200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Oyo Yakuri. Pharmacometrics. Vol. 13, Pg. 749, 1977.
mouse LDLo intraperitoneal 6608mg/kg (6608mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Journal of Pharmacology and Experimental Therapeutics. Vol. 57, Pg. 19, 1936.
pigeon LDLo subcutaneous 14800mg/kg (14800mg/kg)   "Ueber die Wirkung Verschiedener Gifte Auf Vogel, Dissertation," Forchheimer, L., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1931Vol. -, Pg. -, 1931.
rabbit LDLo intravenous 4800mg/kg (4800mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1353, 1935.
rabbit LDLo oral 10gm/kg (10000mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI

BLOOD: HEMORRHAGE
Japanese Journal of Veterinary Science. Vol. 15, Pg. 125, 1953.
rabbit LDLo subcutaneous 3gm/kg (3000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1353, 1935.
rat LD50 intraperitoneal > 5gm/kg (5000mg/kg)   Naunyn-Schmiedebergs Archiv fuer Pharmakologie und Experimentelle Pathologie. Vol. 257, Pg. 296, 1967.
rat LD50 intratracheal 567mg/kg (567mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(3), Pg. 43, 1986.
rat LD50 intravenous 5300mg/kg (5300mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Oyo Yakuri. Pharmacometrics. Vol. 13, Pg. 749, 1977.
rat LD50 oral 8471mg/kg (8471mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(6), Pg. 8, 1986.
rat LD50 subcutaneous 8200mg/kg (8200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ANTIPSYCHOTIC
Oyo Yakuri. Pharmacometrics. Vol. 13, Pg. 749, 1977.

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