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6642-31-5

Basic Information
CAS No.: 6642-31-5
Name: 2,4(1H,3H)-Pyrimidinedione,6-amino-1,3-dimethyl-
Article Data: 50
Cas Database
Molecular Structure:
Molecular Structure of 6642-31-5 (2,4(1H,3H)-Pyrimidinedione,6-amino-1,3-dimethyl-)
Formula: C6H9N3O2
Molecular Weight: 155.156
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);
EINECS: 229-662-0
Density: 1.288 g/cm3
Melting Point: 295 °C
Boiling Point: 243.1 °C at 760 mmHg
Flash Point: 100.8 °C
Solubility: 7.06g/L(25 oC)
Appearance: N/A
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 22-26-36/37/39
Transport Information: N/A
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
ConditionsYield
at 60℃; for 3h;96%
873-83-6

4-Amino-2,6-dihydroxypyrimidine

74-88-4

methyl iodide

6642-31-5

6-Amino-1,3-dimethylbarbituric acid

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane for 24h; Cyclization; Heating;79%
With sodium hydroxide70%
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
ConditionsYield
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
ConditionsYield
With piperidine In ethanol at 20℃; for 1h;A 60%
B n/a
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
ConditionsYield
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
ConditionsYield
With diethylamine at 100 - 110℃; for 3h;A 19%
B 56%
96-31-1

N,N'-Dimethylurea

105-56-6

ethyl 2-cyanoacetate

6642-31-5

6-Amino-1,3-dimethylbarbituric acid

Conditions
ConditionsYield
With sodium methylate In methanol for 5h; Heating;36%
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  • 6-Amino-1,3-dimethyluracil 6642-31-5 CAS NO.6642-31-5

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  • 6-Amino-1,3-dimethyluracil 6642-31-5 CAS NO.6642-31-5

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    6-Amino-1,3-dimethyluracil 6642-31-5 CAS NO.6642-31-5

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Chemistry


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

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.

Safety Profile

Hazard Codes: HarmfulXn
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

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 .