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2,4(1H,3H)-Pyrimidinedione, 3-methyl-

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Name

2,4(1H,3H)-Pyrimidinedione, 3-methyl-

EINECS N/A
CAS No. 608-34-4 Density 1.263 g/cm3
PSA 54.86000 LogP -0.92640
Solubility 200g/L(temperature not stated) Melting Point 223-226 °C
Formula C5H6N2O2 Boiling Point 260.1 °C at 760 mmHg
Molecular Weight 126.115 Flash Point 111.1 °C
Transport Information N/A Appearance N/A
Safety 22-36 Risk Codes 40
Molecular Structure Molecular Structure of 608-34-4 (3-METHYLURACIL) Hazard Symbols HarmfulXn
Synonyms

Uracil,3-methyl- (7CI,8CI);3-Methyl-2,4(1H,3H)-pyrimidinedione;3-Methyluracil;NSC45626;

Article Data 57

2,4(1H,3H)-Pyrimidinedione, 3-methyl- Synthetic route

27460-04-4

2-methoxy-3-methylpyrimidin-4(3H)-one

608-34-4

3-methyluracil

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 60℃; for 2h; Hydrolysis;98%
6832-03-7

5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione

608-34-4

3-methyluracil

Conditions
ConditionsYield
With N-methylphenothiazine at 170℃; for 0.5h;87%
With sodium dithionite; sodium carbonate In water; acetonitrile for 1h; Ambient temperature;85.6%
With Me2SiI In acetonitrile at 20℃; for 2h;7%
122-51-0

orthoformic acid triethyl ester

598-50-5

N-Methylurea

Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin

Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin

608-34-4

3-methyluracil

Conditions
ConditionsYield
Stage #1: orthoformic acid triethyl ester; Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin for 6h; Heating;
Stage #2: N-Methylurea for 12h; Heating;
Stage #3: at 220 - 240℃; for 0.333333h; Further stages.;
82%
(3-methyl-uracil-4-ylidene)W(CO)5

(3-methyl-uracil-4-ylidene)W(CO)5

608-34-4

3-methyluracil

Conditions
ConditionsYield
With tert.-butylhydroperoxide In 1,2-dichloro-ethane at 70℃; for 8h;80%
576-28-3

3-methyl-2,3-dihydro-2-thioxo-pyrimidin-4(1H)-one

A

6104-45-6

3-methylpyrimidin-4-one

B

608-34-4

3-methyluracil

C

SO2, H2SO4

SO2, H2SO4

Conditions
ConditionsYield
With oxygen; ozone In acetic acid for 0.1h; Ambient temperature;A 72%
B 25%
C n/a
113094-27-2

3-methyl-5,8-methano-3,4,r-4a,c-5,c-8,c-8a-hexahydroquinazoline-2,4-dione

608-34-4

3-methyluracil

Conditions
ConditionsYield
for 0.166667h; Heating;65%
6104-45-6

3-methylpyrimidin-4-one

608-34-4

3-methyluracil

Conditions
ConditionsYield
With oxygen; aldehyde oxidase In water at 25℃; Kinetics; Mechanism; Product distribution; pH optimum;64%
Rabbit liver aldehyde oxidase immobilized onto DEAE Sepharose CL 6B at 4℃; 10 mM potassium phosphate buffer, pH 7.5, 0.1 mM EDTA;64 % Spectr.
603-76-9

1-methylindole

6832-03-7

5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione

A

608-34-4

3-methyluracil

B

89246-31-1

3-methyl-6-(1-methylindol-3-yl)uracil

C

89246-32-2

3-methyl-5-(1-methylindol-3-yl)uracil

Conditions
ConditionsYield
at 170℃; for 0.5h;A 55%
B 9%
C 18%
6832-03-7

5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione

952-92-1

1-Benzyl-1,4-dihydronicotinamide

A

608-34-4

3-methyluracil

B

61686-79-1

1-benzyl-3-methyl-2,4-pyrimidinedione

C

61686-78-0

5-benzyl-3-methyluracil

Conditions
ConditionsYield
at 180℃; for 3h; Product distribution; Mechanism; examination of further 5-bromouracils, reducing compounds, solvent, temperature and reaction time;A 54%
B 9.7%
C 19.4%
at 180℃; for 3h;A 54%
B 9.7%
C 19.4%
6832-03-7

5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione

127-19-5

N,N-dimethyl acetamide

A

608-34-4

3-methyluracil

B

81078-01-5

5,5'-methylenebis(3-methyluracil)

Conditions
ConditionsYield
at 180℃; for 6h;A 50.4%
B 37%

2,4(1H,3H)-Pyrimidinedione, 3-methyl- Specification

This chemical is called 2,4(1H,3H)-Pyrimidinedione, 3-methyl-, and it can also be named as 3-Methyluracil. With the molecular formula of C5H6N2O2, its product categories are Biochemicals and Reagents; Nucleoside Analogs; Nucleosides, Nucleotides, Oligonucleotides. The CAS registry number of this chemical is 608-34-4. Additionally, it should be stored at -20°C.

Other characteristics of the 2,4(1H,3H)-Pyrimidinedione, 3-methyl- can be summarised as followings: (1)ACD/LogP: -0.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.25; (4)ACD/LogD (pH 7.4): -0.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.35; (8)ACD/KOC (pH 7.4): 17.17; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 40.62 Å2; (13)Index of Refraction: 1.511; (14)Molar Refractivity: 29.93 cm3; (15)Molar Volume: 99.8 cm3; (16)Polarizability: 11.86×10-24cm3; (17)Surface Tension: 41.3 dyne/cm; (18)Density: 1.263 g/cm3; (19)Flash Point: 111.1 °C; (20)Enthalpy of Vaporization: 57.82 kJ/mol; (21)Boiling Point: 260.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00181 mmHg at 25°C.

Production method of this chemical: The 2,4(1H,3H)-Pyrimidinedione, 3-methyl- could be obtained by the reactant of 3-methyl-3H-pyrimidin-4-one. This reaction needs the catalyts of Rabbit liver aldehyde oxidase immobilized onto DEAE Sepharose CL 6B. The yield is 64 %. In addition, this reaction should be taken at 4 °C.

Uses of this chemical: The 2,4(1H,3H)-Pyrimidinedione, 3-methyl- could react with 1,4-diiodo-butane, and obtain the 1,1'-tetramethylenebis(3-methyluracil). This reaction needs the reagent of NaH, and the solvent of dimethylformamide. The yield is 43 %. In addition, this reaction should be taken for 20 hours at 20-80 °C.

When you are using this chemical, please be cautious about it as the following: This chemical has limited evidence of a carcinogenic effect. Do not breathe dust. Wear suitable protective clothing.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C1\C=C/NC(=O)N1C
2.InChI: InChI=1/C5H6N2O2/c1-7-4(8)2-3-6-5(7)9/h2-3H,1H3,(H,6,9)
3.InChIKey: VPLZGVOSFFCKFC-UHFFFAOYAH

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