6-Amino-1,3-dimethyluracil supplier

Name
6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
EINECS 229-662-0
CAS No. 6642-31-5
Article Data50
CAS DataBase
Density 1.288 g/cm³
Solubility 7.06g/L(25 oC)
Melting Point 295 °C
Formula C₆H₉N₃O₂
Boiling Point 243.1 °C at 760 mmHg
Molecular Weight 155.156
Flash Point 100.8 °C
Transport Information
Appearance
Safety 22-26-36/37/39
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 4-Amino-1,3-dimethyluracil;6-Amino-1,3-dimethyl-2,4-pyrimidinedione;6-Amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione;NSC 15492;4-Amino-1,3-dimethyl-2,6-pyrimidinedione;1,3-Dimethyl-6-aminouracil;1,3-Dimethyl-4-aminouracil;Uracil,6-amino-1,3-dimethyl- (6CI,7CI,8CI);
PSA 70.02000
LogP -0.75260

Synthetic route

: 96-31-1
N,N'-Dimethylurea

: 108-24-7
acetic anhydride

: 372-09-8
cyanoacetic acid

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
at 60℃; for 3h;	96%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 74-88-4
methyl iodide

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
Stage #1: 4-Amino-2,6-dihydroxypyrimidine With potassium hydroxide In ethanol for 0.666667h; Heating; Stage #2: methyl iodide In ethanol for 8h; Heating;	90%
With sodium hydroxide
Stage #1: 4-Amino-2,6-dihydroxypyrimidine With sodium hydride In dimethyl sulfoxide for 13h; Stage #2: methyl iodide In dimethyl sulfoxide for 0.75h; Time;

: 61541-41-1
6-azido-1,3-dimethylpyrimidine-2,4(1H,3H)-dione

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
In tetralin at 150℃; for 0.0833333h;	90%
With hydrogen; palladium on activated charcoal In methanol for 1h; Ambient temperature;	85%
Multi-step reaction with 2 steps 1: 94 percent / toluene / 0.5 h / Heating 2: 62 percent / aq. AcOH, CF3COOH / 6 h / Heating View Scheme

: 96-31-1
N,N'-Dimethylurea

: 372-09-8
cyanoacetic acid

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
Stage #1: N,N'-Dimethylurea; cyanoacetic acid With acetic anhydride at 60℃; for 0.166667h; microwave irradiation; Stage #2: With sodium hydroxide In ethanol at 20℃;	80%
With sodium ethanolate for 4h; Reflux;	80%
In acetic anhydride at 60℃; for 3h; Inert atmosphere;	79%

: 39615-79-7
1-(2-cyanoacetyl)-1,3-dimethyl-urea

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane for 24h; Cyclization; Heating;	79%
With sodium hydroxide	70%
With potassium acetate

: 99747-54-3
1,3-dimethyl-2,4-dioxo-6-<(triphenylphosphoranylidene)amino>-1,2,3,4-tetrahydropyrimidine

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With acetic acid; trifluoroacetic acid for 6h; Heating;	62%

: 54660-80-9
6-amino-1,3-dimethyl-5-formyluracil

: 89-25-8
edaravone

A: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

B: 4702-90-3
1-phenyl-3-methyl-4-(1-phenyl-3-methyl-5-oxo-4-pyrazolylidene)methylene-5-pyrazolone

Conditions

Conditions	Yield
With piperidine In ethanol at 20℃; for 1h;	A 60% B n/a

...Expand

: 16044-79-4
5,7-Dimethylpyrimido<4.5-e>-1,2,4-triazinedione, isofervenulin

A: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

B: 59797-01-2
1,3-dimethyl-5-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-2,4-dione

Conditions

Conditions	Yield
With diethylamine; acetophenone at 100 - 110℃; for 3h;	A 19% B 56%

: 16044-79-4
5,7-Dimethylpyrimido<4.5-e>-1,2,4-triazinedione, isofervenulin

: 98-86-2
acetophenone

A: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

B: 59797-01-2
1,3-dimethyl-5-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-2,4-dione

Conditions

Conditions	Yield
With diethylamine at 100 - 110℃; for 3h;	A 19% B 56%

...Expand

: 96-31-1
N,N'-Dimethylurea

: 105-56-6
ethyl 2-cyanoacetate

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium methylate In methanol for 5h; Heating;	36%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 77-78-1
dimethyl sulfate

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide In water for 4.2h;

: 2434-53-9
6-amino-1-methyluracil

: 77-78-1
dimethyl sulfate

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium hydroxide

: 598-94-7
1,1-Dimethylurea

: 16130-58-8
cyanoacetic acid chloride

A: 769-42-6
1,3-dimethylbarbituric acid

B: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

...Expand

: 598-94-7
1,1-Dimethylurea

: 372-09-8
cyanoacetic acid

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With pyridine; trichlorophosphate

: 598-94-7
1,1-Dimethylurea

: 105-56-6
ethyl 2-cyanoacetate

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium ethanolate
With sodium amide; xylene at 100 - 120℃;

: 96-31-1
N,N'-Dimethylurea

: 105-34-0
methyl 2-cyanoacetate

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium butanolate; butan-1-ol

: 77-78-1
dimethyl sulfate

1-methyl-barbituric acid imide-(6): 1-methyl-barbituric acid imide-(6)

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium hydroxide

: 74-88-4
methyl iodide

1-methyl-barbituric acid imide-(6): 1-methyl-barbituric acid imide-(6)

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium hydroxide

: 6972-77-6
N-cyanoacetyl-N'-methyl-urea

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH solution; NaOH 2: aq. NaOH solution View Scheme

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

methyl halide: methyl halide

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 70℃; for 3h;

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 6632-68-4
6-amino-1,3-dimethyl-5-nitroso-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With acetic acid; sodium nitrite In water	100%
With isopentyl nitrite In ethanol at 20℃; Solvent; Reagent/catalyst; Large scale;	90%
With acetic acid; sodium nitrite In water at 80℃; for 1h;	89%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 54660-80-9
6-amino-1,3-dimethyl-5-formyluracil

: 796-39-4
1,3,7,9-tetramethyl-2,4,6,8-tetraoxopyrido[2,3-d][6,5-d']dipyrimidine

Conditions

Conditions	Yield
In tetralin at 190 - 195℃; for 1h;	99%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 372-09-8
cyanoacetic acid

: 112735-05-4
2-(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-ylcarbonyl)acetonitrile

Conditions

Conditions	Yield
With acetic anhydride at 90℃; for 0.0833333h;	99%
With acetic anhydride at 80℃;	95%
With acetic anhydride at 84.84℃; for 0.166667h;	87%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 104312-63-2
Diethyl N-(1,3-Dimethyl-2,4-dioxo-6-pyrimidinyl)aminomethylenemalonate

Conditions

Conditions	Yield
With sodium ethanolate In ethanol Heating; overnight;	99%
With sodium ethanolate In ethanol Gould-Jacobs reaction;

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 104-87-0
4-methyl-benzaldehyde

: 73038-86-5
1-(4-methylphenyl)-1-bis(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimid-5-yl)methane

Conditions

Conditions	Yield
In water at 20℃; for 0.25h; chemoselective reaction;	99%
With hybrid material nanorod-[SiO2-Pr-Im-SO3H][TFA] In ethanol for 1h; Catalytic behavior; Reflux;	96%
With [2-(dimethylamino)ethyl]dimethylazanium phosphoric acid chloride functionalized Fe3O4-SiO2core-shell magnetic nanoparticles at 120℃; for 0.166667h;	95%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 104-88-1
4-chlorobenzaldehyde

: 73050-30-3
1-(4-chlorophenyl)-1-bis(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimid-5-yl)methane

Conditions

Conditions	Yield
In water at 20℃; for 0.25h; chemoselective reaction;	99%
In ethanol; water at 20℃; for 1h;	99%
With [2-(dimethylamino)ethyl]dimethylazanium phosphoric acid chloride functionalized Fe3O4-SiO2core-shell magnetic nanoparticles at 120℃; for 0.333333h; Temperature;	97%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 126-81-8
dimedone

: 1122-91-4
4-bromo-benzaldehyde

: 339370-14-8
1,3,8,8-tetramethyl-5-(4-bromophenyl)-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione

Conditions

Conditions	Yield
With N-methyl-2-oxopyrrolidin-1-ium dihydrogen phosphate at 80℃; for 0.833333h;	99%
With zirconium hydrogen sulfate In neat (no solvent) at 80℃; for 1h;	97%
With 1,4‑diazabicyclo[2.2.2]octane‑1,4‑diium hydrogen sulfate In ethanol; water at 75℃; for 1.33333h; Green chemistry;	95%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 100-01-6
4-nitro-aniline

: 65357-92-8
6-amino-1,3-dimethyl-5-(4-nitrophenylazo)-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: 4-nitro-aniline With sulfuric acid; acetic acid; sodium nitrite at 0 - 5℃; for 2h; Stage #2: 6-Amino-1,3-dimethylbarbituric acid With sodium hydroxide In water at 0 - 5℃; for 0.25h; pH=7;	99%
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite at 0 - 5℃; Stage #2: 6-Amino-1,3-dimethylbarbituric acid With sodium hydrogencarbonate; acetic acid In water at 0 - 5℃; pH=6 - 7;	97%
Stage #1: 4-nitro-aniline With water; sodium nitrite at 20℃; Stage #2: 6-Amino-1,3-dimethylbarbituric acid at 20℃;	77%
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h; Stage #2: 6-Amino-1,3-dimethylbarbituric acid With acetic acid In water at 0 - 5℃; for 0.5h; Stage #3: With sodium hydroxide at 20℃; for 1h; pH=Ca. 5 - 6;

: 98-01-1
furfural

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 1298131-02-8
6,6'-diamino-1,1',3,3'-tetramethyl-5,5'-(2-furyl)bis[pyrimidine-2,4(1H,3H)-dione]

Conditions

Conditions	Yield
In water at 20℃; for 1h; chemoselective reaction;	99%
In ethanol; water at 20℃; for 3h;	99%
With ammonium cerium (IV) nitrate In ethanol; water at 20℃; for 2h; Green chemistry;	94%

: 2295-31-0
2,4-thiazolidinedion

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 6630-33-7
ortho-bromobenzaldehyde

: 9-(2-bromophenyl)-5,7-dimethyl-5,9-dihydrothiazolo[5',4':5,6]pyrido[2,3-d]pyrimidine-2,6,8(3H,4H,7H)-trione

Conditions

Conditions	Yield
With layered double hydroxides functionalized with (3r,5r,7r)-1-(3-(triethoxysilyl)propyl)-1,3,5,7-tetraazaadamantan-1-ium chloride In water at 100℃; for 0.333333h; Green chemistry;	99%

...Expand

: 2295-31-0
2,4-thiazolidinedion

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 446-52-6
2-Fluorobenzaldehyde

: 9-(2-fluorophenyl)-5,7-dimethyl-5,9-dihydrothiazolo[5',4':5,6]pyrido[2,3-d]pyrimidine-2,6,8(3H,4H,7H)-trione

Conditions

Conditions	Yield
With layered double hydroxides functionalized with (3r,5r,7r)-1-(3-(triethoxysilyl)propyl)-1,3,5,7-tetraazaadamantan-1-ium chloride In water at 100℃; for 0.0833333h; Green chemistry;	99%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 1119-58-0
oct-3-yn-2-one

: 5-n-butyl-1,3,7-trimethylpyrido[2,3-d]pyrimidine-2,4-dione

Conditions

Conditions	Yield
With potassium cyanide; sodium hydroxide; carbon monoxide; nickel cyanide at 24℃; for 0.5h;	98.6%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 120788-53-6
6-<<(dimethylamino)methylene>amino>-1,3-dimethyluracil

Conditions

Conditions	Yield
for 5h; Inert atmosphere; Reflux;	98%
for 0.05h; Microwave irradiation;	95%
for 5h; Reflux;	78%
In benzene for 6h; Heating;	66%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 54660-80-9
6-amino-1,3-dimethyl-5-formyluracil

Conditions

Conditions	Yield
With trichlorophosphate at 49.84 - 59.84℃; for 0.25h;	98%
With trichlorophosphate at 100℃; for 1h;	90%
With trichlorophosphate Vilsmeier formylation;
Stage #1: 6-Amino-1,3-dimethylbarbituric acid; N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: With trichlorophosphate at 20℃; for 2h;	219.8 mg

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 4869-46-9
1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde

: 6-<(1,3-dimethylureido)carbonyl>-1,3-dimethyl-1,2,3,4-tetrahydropyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With acetic acid for 6h; Reflux;	98%
With trifluoroacetic acid In acetonitrile Heating;	67%

: 606-23-5
1H-indene-1,3(2H)-dione

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 1122-91-4
4-bromo-benzaldehyde

: 1,3-dimethyl-5-(4-bromophenyl)-1H-indeno[2',1':5,6]pyrido[2,3-d]pyrimidine-2,4,6(3H)-trione

Conditions

Conditions	Yield
With zirconium hydrogen sulfate In neat (no solvent) at 80℃; for 1h;	98%
With Fe3O4*cellulose sulfuric acid In water at 80℃; for 0.5h; Green chemistry;	95%
With nano Fe2O3(at)SiO2-SO3H In water for 2h; Reflux;	95%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 6-Amino-5-iodo-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With bis(acetylacetonate)oxovanadium; dihydrogen peroxide; acetic acid; potassium iodide In ethanol; water at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Concentration; Time;	98%
Multi-step reaction with 2 steps 1: 83 percent / CH2Cl2 / 2 h / Ambient temperature 2: 48 percent / acetonitrile / 8 h / Heating View Scheme

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 104-88-1
4-chlorobenzaldehyde

: 126-81-8
dimedone

: 810629-01-7
1,3,8,8-tetramethyl-5-(4-chlorophenyl)-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione

Conditions

Conditions	Yield
With N-methyl-2-oxopyrrolidin-1-ium dihydrogen phosphate at 80℃; for 0.833333h;	98%
With nano-[Fe3O4(at)-SiO2(at)R-NHMe2][H2PO4] catalyst In neat (no solvent) at 120℃; for 0.166667h; Temperature; Green chemistry;	96%
With nano-[Fe3O4(at)SiO2(at)BDIL] In neat (no solvent) at 120℃; for 0.25h; Reagent/catalyst; Temperature; Time;	96%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 126-81-8
dimedone

: 874-42-0
2,4-dichlorobenzaldeyhde

: 881615-40-3
5-(2,4-dichlorophenyl)-1,3,8,8-tetramethyl-7,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H)-trione

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolim bromide at 95℃; for 4h;	98%
With N,N,N',N'-tetramethyl-N-(silica-n-propyl)-N'-sulfonic acid-ethylenediaminium chloride/mesylate ([TSSECM]) In neat (no solvent) at 125℃; for 0.5h;	93%
With rhodium(III) chloride hydrate In water at 40℃; for 0.05h; Sonication; Green chemistry;	92%
With nano-[Fe3O4(at)SiO2(at)BDIL] In neat (no solvent) at 120℃; for 0.25h;	85%
With N,N,N-triethyl-N-sulfoethanammonium chloride In neat (no solvent) at 120℃; for 0.5h; Green chemistry;

...Expand

: 109-12-6
2-aminopyrimidine

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 1242060-34-9
6-amino-1,3-dimethyl-5-[(2-pyrimidyl)diazenyl]uracil

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine With sulfuric acid; acetic acid; sodium nitrite at 0 - 5℃; for 2h; Stage #2: 6-Amino-1,3-dimethylbarbituric acid With sodium hydroxide In water at 0 - 5℃; for 0.25h; pH=7;	98%

: 67-52-7
BARBITURIC ACID

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 104-88-1
4-chlorobenzaldehyde

: 1207379-31-4
1,3-dimethyl-5-(4-chlorophenyl)-5,10-dihydropyrimido[5',4':5,6]pyrido[2,3-d]pyrimidine-2,4,6,8(1H,3H,7H,9H)-tetraone

Conditions

Conditions	Yield
With zirconium hydrogen sulfate In neat (no solvent) at 80℃; for 1h;	98%
With hexamethylenetetramine-based ionic liquid immobilized on the MIL-101(Cr) metal-organic framework In neat (no solvent) at 80℃; for 0.233333h;	95%
With piperidine In water at 60℃; for 1h; Ultrasound irradiation;	87%
With phosphorus pentoxide In ethanol for 2h; Reflux;	80%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 614-16-4
Benzoylacetonitrile

: 1122-91-4
4-bromo-benzaldehyde

: 1258793-95-1
5-(4-Bromophenyl)-1,3-dimethyl-2,4-dioxo-7-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolim bromide at 80℃; for 5.5h;	98%
In water at 90℃; for 8h; Green chemistry;	97%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 555-16-8
4-nitrobenzaldehdye

: 126-81-8
dimedone

: 294198-02-0
5-(4-nitrophenyl)-1,3,8,8-tetramethyl-7,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H)-trione

Conditions

Conditions	Yield
With N-methyl-2-oxopyrrolidin-1-ium dihydrogen phosphate at 80℃; for 0.666667h;	98%
With rhodium(III) chloride hydrate In water at 40℃; for 0.05h; Concentration; Temperature; Time; Reagent/catalyst; Solvent; Sonication; Green chemistry;	96%
With Fe3O4 nanoparticles supported on cellulose In water for 2h; Reflux; Green chemistry;	96%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 126-81-8
dimedone

: 100-83-4
meta-hydroxybenzaldehyde

: 1353998-42-1
1,3,8,8-tetramethyl-5-(3-hydroxyphenyl)-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione

Conditions

Conditions	Yield
With zirconium hydrogen sulfate In neat (no solvent) at 80℃; for 1h;	98%
With toluene-4-sulfonic acid In water at 90℃; for 3h;	86%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 17451-22-8
4-methyl-(3-carboxyl-3-oxoprop-1-enyl)benzene

: 1172581-68-8
1,2,3,4,5,8-hexahydro-1,3-dimethyl-5-(4-methylphenyl)-2,4-dioxopyrido[2,3-d]pyrimidine-7-carboxylic acid

Conditions

Conditions	Yield
With cadmium oxide nanoparticles In ethanol at 20℃; for 0.166667h; Michael Addition;	98%
With zinc(II) oxide at 70℃; for 2h;	94%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 20972-38-7
(E)-4-(4-bromophenyl)-4-oxobut-2-enoic acid

: 7-(4-bromophenyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,6-hexahydropyrido[2,3-d]pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
In acetic acid for 0.75h; Reflux;	98%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 35504-85-9
(E) 4-(4-fluorophenyl)-4-oxo-2-butenoic acid

: 7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,6-hexahydropyrido[2,3-d]pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
In acetic acid for 0.75h; Reflux;	98%

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 103-72-0
phenyl isothiocyanate

: 1122-91-4
4-bromo-benzaldehyde

: 1544273-97-3
5-(4-bromophenyl)-1,3-dimethyl-6-phenyl-7-thioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With {3-[(6,8-disulfonaphthalen-2-yl)amino]propyl}(ethoxy)silanebis(olate) functionalized silica coated magnetic iron oxide nanoparticles In water for 1.25h; Reflux; Green chemistry;	98%
With MIL-53(Fe) metal-organic framework In neat (no solvent) at 110℃; Green chemistry;	97%
With PEG-bound sulfonic acid In water Reflux; Green chemistry;	78%
With toluene-4-sulfonic acid In water Reflux; Green chemistry; regioselective reaction;	71%

...Expand

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 555-16-8
4-nitrobenzaldehdye

: 103-72-0
phenyl isothiocyanate

: 1544274-00-1
1,3-dimethyl-5-(4-nitrophenyl)-6-phenyl-7-thioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With {3-[(6,8-disulfonaphthalen-2-yl)amino]propyl}(ethoxy)silanebis(olate) functionalized silica coated magnetic iron oxide nanoparticles In water for 1h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Reflux; Green chemistry;	98%
With MIL-53(Fe) metal-organic framework In neat (no solvent) at 110℃; Green chemistry;	98%
With PEG-bound sulfonic acid In water Reflux; Green chemistry;	90%
With toluene-4-sulfonic acid In water Reflux; Green chemistry; regioselective reaction;	67%

...Expand

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 1122-91-4
4-bromo-benzaldehyde

: 1450627-40-3
6‐amino‐5‐((4‐bromophenyl)(4‐hydroxy‐2‐oxo‐2H‐chromen‐3‐yl)methyl)‐1,3‐dimethylpyrimidine‐2,4(1H,3H)‐dione

Conditions

Conditions	Yield
With zirconium hydrogen sulfate In neat (no solvent) at 80℃; for 1h;	98%
With 2-(3-phenylthioureido)ethylprolinamide In water for 0.25h; Reflux;	95%
With phosphotungstic acid In ethanol; water at 20℃; for 0.3h;	89%
Stage #1: 4-hydroxy[1]benzopyran-2-one; 4-bromo-benzaldehyde With 1-(1-benzylpiperidin-4-yl)-3-(2-(piperidin-1-yl)ethyl)thiourea In water for 0.25h; Reflux; Stage #2: 6-Amino-1,3-dimethylbarbituric acid In water for 4h;	86%
With Fe3O4(at)TiO2 Nanocomposite In water at 20℃; for 2.5h; Green chemistry;

...Expand

6-Amino-1,3-dimethyluracil Chemical Properties

IUPAC Name: 6-Amino-1,3-dimethylpyrimidine-2,4-dione
Molecular Formula: C₆H₉N₃O₂
Molecular Weight: 155.16 g/mol
Canonical SMILES: c1(n(c(N)cc(n1C)=O)C)=O
InChI: InChI=1/C6H9N3O2/c1-8-4(7)3-5(10)9(2)6(8)11/h3H,7H2,1-2H3
EINECS: 229-662-0
Classification Code: Drug / Therapeutic Agent; TSCA Flag P
Product Categories: Amines;Building Blocks; Heterocyclic Building Blocks; Pyrimidines
XLogP3-AA: -1.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Tautomer Count: 3
Exact Mass: 155.069477
MonoIsotopic Mass: 155.069477
Topological Polar Surface Area: 66.6
Heavy Atom Count: 11
Complexity: 246
Index of Refraction: 1.55
Molar Refractivity: 38.4 cm³
Molar Volume: 120.4 cm³
Polarizability: 15.22×10^-24 cm³
Surface Tension: 48.2 dyne/cm
Density: 1.288 g/cm³
Flash Point: 100.8 °C
Enthalpy of Vaporization: 48.01 kJ/mol
Boiling Point: 243.1 °C at 760 mmHg
Melting Point: 295 °C (dec.)(lit.)
Vapour Pressure of 6-Amino-1,3-dimethyluracil (CAS NO.6642-31-5): 0.0328 mmHg at 25 °C

6-Amino-1,3-dimethyluracil Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04375,
mouse	LD50	oral	> 1gm/kg (1000mg/kg)		Farmaco. Vol. 45, Pg. 223, 1990.

6-Amino-1,3-dimethyluracil Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-26-36/37/39
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany of 6-Amino-1,3-dimethyluracil (CAS NO.6642-31-5): 1

6-Amino-1,3-dimethyluracil Specification

6-Amino-1,3-dimethyluracil (CAS NO.6642-31-5), its Synonyms are 2,4(1H,3H)-Pyrimidinedione, 6-amino-1,3-dimethyl- ; Uracil, 6-amino-1,3-dimethyl- ; 6-Amino-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione .

Product Name

6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Synthetic route

6-Amino-1,3-dimethyluracil Chemical Properties

6-Amino-1,3-dimethyluracil Toxicity Data With Reference

6-Amino-1,3-dimethyluracil Safety Profile

6-Amino-1,3-dimethyluracil Specification

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