Product Name

  • Name

    1,3-DIETHYL-6-AMINOURACIL

  • EINECS
  • CAS No. 41740-15-2
  • Article Data16
  • CAS DataBase
  • Density 1.177g/cm3
  • Solubility
  • Melting Point 178-179°C
  • Formula C8H13N3O2
  • Boiling Point 276.2°C at 760 mmHg
  • Molecular Weight 183.21
  • Flash Point 120.8°C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 41740-15-2 (1,3-DIETHYL-6-AMINOURACIL)
  • Hazard Symbols
  • Synonyms 1,3-DIETHYL-6-AMINOURACIL;6-AMINO-1,3-DIETHYL-2,4(1H,3H)-PYRIMIDINEDIONE;6-aMino-1,3-diethyl-1,2,3,4-tetrahydropyriMidine-2,4-dione;6-AMino-1,3-diethyluracil;6-AMino-1,3-diethylpyriMidine-2,4(1H,3H)-dione
  • PSA 70.02000
  • LogP 0.21320

Synthetic route

N,N'-diethylurea
623-76-7

N,N'-diethylurea

cyanoacetic acid
372-09-8

cyanoacetic acid

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

Conditions
ConditionsYield
Stage #1: N,N'-diethylurea; cyanoacetic acid In acetic anhydride at 75 - 85℃; for 2h; Inert atmosphere; Large scale;
Stage #2: With sodium hydroxide at 5 - 10℃; for 1h; Large scale;		93.3%
With acetic anhydride at 80℃; for 2h;88%
Stage #1: N,N'-diethylurea; cyanoacetic acid With acetic anhydride at 60℃; for 0.166667h; microwave irradiation;
Stage #2: With sodium hydroxide In ethanol at 20℃;		70%
N,N-diethylurea
634-95-7

N,N-diethylurea

cyanoacetic acid
372-09-8

cyanoacetic acid

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

Conditions
ConditionsYield
In acetic acid at 80℃; for 2h;83%
cyanoacetic acid
372-09-8

cyanoacetic acid

N.N'-diethylurea

N.N'-diethylurea

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

Conditions
ConditionsYield
With pyridine; trichlorophosphate
cyanoacetic acid
372-09-8

cyanoacetic acid

N.N'-diethyl-urea

N.N'-diethyl-urea

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

Conditions
ConditionsYield
With acetic anhydride at 60℃; Behandeln des entstandenen N.N'-Diaethyl-N-cyanacetyl-harnstoffs mit Natronlauge;
N,N'-diethylurea
623-76-7

N,N'-diethylurea

cyanoacetic acid
372-09-8

cyanoacetic acid

A

(E)-N-ethyl-2-cyano-3-ethylamino-2-butenamide

(E)-N-ethyl-2-cyano-3-ethylamino-2-butenamide

B

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

Conditions
ConditionsYield
Stage #1: N,N'-diethylurea; cyanoacetic acid With acetic anhydride at 90 - 95℃; for 1h;
Stage #2: With sodium hydroxide at 90 - 95℃; for 0.25h;
...Expand
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

1,1'-(1,4-phenylene)bis(2,2-dihydroxyethanone)
48160-61-8

1,1'-(1,4-phenylene)bis(2,2-dihydroxyethanone)

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

5,5'-(1,4-phenylenebis(1,3-diethyl-2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidine-6,5-diyl))bis(1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione)

5,5'-(1,4-phenylenebis(1,3-diethyl-2,4-dioxo-2,3,4,7-tetrahydro-1H-pyrrolo[2,3-d]pyrimidine-6,5-diyl))bis(1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione)

Conditions
ConditionsYield
With tetra-n-propylammonium bromide In ethanol for 1.66667h; Reflux;92%
...Expand
1,1'-(1,4-phenylene)bis(2,2-dihydroxyethanone)
48160-61-8

1,1'-(1,4-phenylene)bis(2,2-dihydroxyethanone)

dimedone
126-81-8

dimedone

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6,6'-(1,4-phenylene)bis(1,3-diethyl-5-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-1,7-dihydro-2H-pyrrolo[2,3-d]pyrimidine-2,4(3H)-dione)

6,6'-(1,4-phenylene)bis(1,3-diethyl-5-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-1,7-dihydro-2H-pyrrolo[2,3-d]pyrimidine-2,4(3H)-dione)

Conditions
ConditionsYield
With tetra-n-propylammonium bromide In ethanol for 1.83333h; Reflux;90%
...Expand
5-(1,3-Dimethyl-2,4-dioxopyrimidil)methyl ketone
36980-95-7

5-(1,3-Dimethyl-2,4-dioxopyrimidil)methyl ketone

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6-Acetyl-1,3-diethyl-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione
75993-46-3

6-Acetyl-1,3-diethyl-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 1h; Heating;89%
With base89%
With ethanol; sodium 1.) - 2.) 1 h reflux; Yield given. Multistep reaction;
5,8-dihydroxy-1,2,3,4-tetrahydro-1,4-ethanonaphthalene-6-carboxaldehyde
1600523-77-0

5,8-dihydroxy-1,2,3,4-tetrahydro-1,4-ethanonaphthalene-6-carboxaldehyde

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

2,4-diethyl-8,9,10,11-tetrahydro-8,11-ethanobenzo[g]pyrimido[4,5-c]isoquinoline-1,3,7,12(2H,4H)-tetraone
1600523-63-4

2,4-diethyl-8,9,10,11-tetrahydro-8,11-ethanobenzo[g]pyrimido[4,5-c]isoquinoline-1,3,7,12(2H,4H)-tetraone

Conditions
ConditionsYield
With magnesium sulfate; silver(l) oxide In dichloromethane at 20℃; for 2h;89%
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6-amino-1,3-diethyl-5-nitroso-1H,3H-pyrimidine-2,4-dione
89073-60-9

6-amino-1,3-diethyl-5-nitroso-1H,3H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With sodium nitrite In acetic acid at 50 - 60℃; for 0.25h;86%
With acetic acid; sodium nitrite at 20 - 60℃;76%
With acetic acid; sodium nitrite In water at 50 - 60℃; for 0.25h;74%
5,8-dihydroxy-1,2,3,4-tetrahydro-1,4-methanonaphthalene-6-carboxaldehyde
1600523-76-9

5,8-dihydroxy-1,2,3,4-tetrahydro-1,4-methanonaphthalene-6-carboxaldehyde

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

2,4-diethyl-8,9,10,11-tetrahydro-8,11-methanobenzo[g]pyrimido[4,5-c]isoquinoline-1,3,7,12(2H,4H)-tetraone
1600523-53-2

2,4-diethyl-8,9,10,11-tetrahydro-8,11-methanobenzo[g]pyrimido[4,5-c]isoquinoline-1,3,7,12(2H,4H)-tetraone

Conditions
ConditionsYield
With magnesium sulfate; silver(l) oxide In dichloromethane at 20℃; for 2h;86%
benzyl alcohol
100-51-6

benzyl alcohol

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6-benzylamino-1,3-diethyluracil

6-benzylamino-1,3-diethyluracil

Conditions
ConditionsYield
With μ-diiodo-di((η5-pentamethylcyclopentadienyl)(iodo)iridium); potassium hydroxide In tert-Amyl alcohol at 120℃; for 2h; Inert atmosphere; Green chemistry;84%
2-chlorotropone
3839-48-3

2-chlorotropone

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

7,9-diethylcyclohepta[b]pyrimido[5,4-d]pyrrole-8(7H),10(9H)-dione

7,9-diethylcyclohepta[b]pyrimido[5,4-d]pyrrole-8(7H),10(9H)-dione

Conditions
ConditionsYield
With potassium carbonate; triethylamine In 1,4-dioxane for 12h; alkylation, condensation, aromatization; Heating;82%
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

5,6-diamino-1,3-diethyluracil
52998-22-8

5,6-diamino-1,3-diethyluracil

Conditions
ConditionsYield
Stage #1: 6-amino-1,3-diethyluracil With nitric acid; acetic acid In water
Stage #2: With sodium dithionite; ammonia In water Further stages.;		80%
Stage #1: 6-amino-1,3-diethyluracil With nitric acid; acetic acid In water Inert atmosphere;
Stage #2: With sodium dithionite; ammonia In water Inert atmosphere;		80%
Multi-step reaction with 2 steps
1.1: aq. AcOH / 0.5 h / 75 °C
1.2: NaNO2 / 1 h / 20 °C
2.1: aq. NH3 / 0.5 h / 70 °C
2.2: Na2S2O4 / 0.5 h / 20 °C
View Scheme
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6-amino-1,3-diethyl-5-thiocyanatopyrimidine-2,4(1H,3H)-dione

6-amino-1,3-diethyl-5-thiocyanatopyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃;79%
Tropone
539-80-0

Tropone

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

7,9-diethylcyclohepta[b]pyrimido[5,4-d]pyrrole-8(7H),10(9H)-dione

7,9-diethylcyclohepta[b]pyrimido[5,4-d]pyrrole-8(7H),10(9H)-dione

Conditions
ConditionsYield
palladium on activated charcoal In 1,4-dioxane for 17h; alkylation, condensation, aromatization; Heating;76%
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

2-amino-4,6-diethylthiazolo[5,4-d]pyrimidine-5,7(4H,6H)-dione

2-amino-4,6-diethylthiazolo[5,4-d]pyrimidine-5,7(4H,6H)-dione

Conditions
ConditionsYield
Stage #1: ammonium thiocyanate; 6-amino-1,3-diethyluracil With dihydrogen peroxide In water at 20℃; for 0.333333h;
Stage #2: With sodium hydroxide In water at 20℃; for 1h;		76%
2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

12-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-8,10-diethyl-8,12-dihydro-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-dione

12-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-8,10-diethyl-8,12-dihydro-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-dione

Conditions
ConditionsYield
In ethanol at 60℃; for 10h;68%
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

1,3-dimethyl-5-cyanouracil
36980-91-3

1,3-dimethyl-5-cyanouracil

A

N,N'-Dimethylurea
96-31-1

N,N'-Dimethylurea

B

1,3-Diethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile
74115-53-0

1,3-Diethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 1h; Heating;A n/a
B 65%
...Expand
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

1,3-dimethyl-5-cyanouracil
36980-91-3

1,3-dimethyl-5-cyanouracil

1,3-Diethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile
74115-53-0

1,3-Diethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 1h; Heating;65%
With base65%
With ethanol; sodium 1.) - 2.) 1 h reflux; Yield given. Multistep reaction;
11-chloro-3,8-methano[11]annulenone
37765-19-8

11-chloro-3,8-methano[11]annulenone

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

11,13-diethyl-1,6-methanocycloundeca[b]pyrimido[5,4-d]pyrrole-12(11H),14(13H)-dione

11,13-diethyl-1,6-methanocycloundeca[b]pyrimido[5,4-d]pyrrole-12(11H),14(13H)-dione

Conditions
ConditionsYield
With acetic acid at 60℃; for 36h;60%
1,3-dimethyl-5-nitrouracil
41613-26-7

1,3-dimethyl-5-nitrouracil

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6-nitropyridopyrimidine
74115-55-2

6-nitropyridopyrimidine

Conditions
ConditionsYield
With potassium hydroxide50%
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

4-[N-(5-chloro-1,3-diethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-formimidoyl]-morpholine
60664-05-3

4-[N-(5-chloro-1,3-diethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-formimidoyl]-morpholine

Conditions
ConditionsYield
With thionyl chloride
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

6-Amino-1,3-diethyl-5-[(E)-methyliminomethyl]-1H-pyrimidine-2,4-dione
107710-69-0

6-Amino-1,3-diethyl-5-[(E)-methyliminomethyl]-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With trichlorophosphate In chloroform; N,N-dimethyl-formamide for 1.66667h;
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

benzaldehyde
100-52-7

benzaldehyde

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

1,3-Diethyl-7-methyl-2,4-dioxo-5-phenyl-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid

1,3-Diethyl-7-methyl-2,4-dioxo-5-phenyl-1,2,3,4-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid

Conditions
ConditionsYield
Yield given. Multistep reaction;
...Expand
acetic acid
64-19-7

acetic acid

6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

sodium nitrite

sodium nitrite

1.3-diethyl-2.6-dioxo-4-imino-5-hydroxyimino-hexahydropyrimidine

1.3-diethyl-2.6-dioxo-4-imino-5-hydroxyimino-hexahydropyrimidine

...Expand
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

1,3-diethyl-8-[1-benzylpyrazol-4-yl]-1,3,7-trihydropurine-2,6-dione

1,3-diethyl-8-[1-benzylpyrazol-4-yl]-1,3,7-trihydropurine-2,6-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: aq. AcOH / 0.5 h / 75 °C
1.2: NaNO2 / 1 h / 20 °C
2.1: aq. NH3 / 0.5 h / 70 °C
2.2: Na2S2O4 / 0.5 h / 20 °C
3.1: EDCI*HCl / methanol / 20 °C
4.1: aq. NaOH / methanol / 16 h / 95 °C
View Scheme
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

1-benzyl-1H-pyrazole-4-carboxylic acid (6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amide

1-benzyl-1H-pyrazole-4-carboxylic acid (6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: aq. AcOH / 0.5 h / 75 °C
1.2: NaNO2 / 1 h / 20 °C
2.1: aq. NH3 / 0.5 h / 70 °C
2.2: Na2S2O4 / 0.5 h / 20 °C
3.1: EDCI*HCl / methanol / 20 °C
View Scheme
6-amino-1,3-diethyluracil
41740-15-2

6-amino-1,3-diethyluracil

1,3-diethyl-8-{1-[(3-fluorophenyl)methyl]pyrazol-4-yl}-1,3,7-trihydropurine-2,6-dione

1,3-diethyl-8-{1-[(3-fluorophenyl)methyl]pyrazol-4-yl}-1,3,7-trihydropurine-2,6-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: aq. AcOH / 0.5 h / 75 °C
1.2: NaNO2 / 1 h / 20 °C
2.1: aq. NH3 / 0.5 h / 70 °C
2.2: Na2S2O4 / 0.5 h / 20 °C
3.1: EDCI*HCl / methanol / 20 °C
4.1: aq. NaOH / methanol / 16 h / 95 °C
View Scheme

6-Amino-1,3-diethyl-2,4(1H,3H)-pyrimidinedione Chemical Properties

Molecular Structure:

Molecular Formula: C8H13N3O2
Molecular Weight: 183.2077
Systematic Name: 6-Amino-1,3-diethylpyrimidine-2,4(1H,3H)-dione
Synonyms of 1,3-Diethyl-6-aminouracil (CAS NO.41740-15-2): 6-Amino-1,3-diethyl-2,4(1h,3h)-pyrimidinedione
CAS NO: 41740-15-2
Product Categories: Nucleotides and Nucleosides ; Bases & Related Reagents ; Nucleotides
Melting point: 178-179°C 
Index of Refraction: 1.524
Molar Refractivity: 47.64 cm3
Molar Volume: 155.5 cm3
Surface Tension: 42.5 dyne/cm
Density: 1.177 g/cm3
Flash Point: 120.8 °C
Enthalpy of Vaporization: 51.47 kJ/mol
Boiling Point: 276.2 °C at 760 mmHg
Vapour Pressure of 1,3-Diethyl-6-aminouracil (CAS NO.41740-15-2): 0.00487 mmHg at 25°C

6-Amino-1,3-diethyl-2,4(1H,3H)-pyrimidinedione Safety Profile

HazardClass of 1,3-Diethyl-6-aminouracil (CAS NO.41740-15-2): IRRITANT

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