3-Methyluracil

Base Information

• Chemical Name: 3-Methyluracil
• CAS No.: 608-34-4
• Molecular Formula: C5H6N2O2
• Molecular Weight: 126.115
• Hs Code.: 2933599090
• European Community (EC) Number: 622-685-0
• NSC Number: 45626
• DSSTox Substance ID: DTXSID30878779
• Nikkaji Number: J94.926D
• Wikidata: Q15632765
• Mol file: 608-34-4.mol

Synonyms:3-methyluracil

Chemical Property of 3-Methyluracil

Chemical Property:

• Vapor Pressure: 0.00181mmHg at 25°C
• Melting Point: 223-226 °C
• Refractive Index: 1.511
• Boiling Point: 260.1 °C at 760 mmHg
• PKA: 9.95±0.10(Predicted)
• Flash Point: 111.1 °C
• PSA: 54.86000
• Density: 1.263 g/cm³
• LogP: -0.92640
• Storage Temp.: −20°C
• Water Solubility.: 200g/L(temperature not stated)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.042927438
• Heavy Atom Count: 9
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C(=O)C=CNC1=O

Technology Process of 3-Methyluracil

There total 39 articles about 3-Methyluracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-methoxy-3-methylpyrimidin-4(3H)-one (27460-04-4) → 3-methyluracil (608-34-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 60 ℃; for 2h;

DOI:10.1016/S0040-4020(99)00736-X

Reference yield: 87.0%

5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione (6832-03-7) → 3-methyluracil (608-34-4)

Guidance literature:

With N-methylphenothiazine; at 170 ℃; for 0.5h;

DOI:10.1248/cpb.31.3496

Reference yield: 82.0%

orthoformic acid triethyl ester (122-51-0) + N-Methylurea (598-50-5) + Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin → 3-methyluracil (608-34-4)

Guidance literature:

orthoformic acid triethyl ester; Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin; for 6h; Heating;

N-Methylurea; for 12h; Heating;

at 220 - 240 ℃; for 0.333333h; Further stages.;

DOI:10.1021/jo020175m

upstream raw materials:

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

1-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid

3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

1-methyl-2-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid

Downstream raw materials:

5-chloro-1-isobutyl-6-(4-methoxybenzyl)-3,7-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

1-isobutyl-6-(4-methoxybenzyl)-3,7-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Refernces

• 1、 Parthasarathy,Ohrt,Dutta,Chheda. "Structure and stereochemistry of nucleic acid components and their reaction products. II. Crystal and molecular structure of a product obtained in the reaction of isocyanates with uracil (N1-(N-methylcarbamoyl)-N3-methyl-5,6-dihydrouracil).". . p. 8141 - 8146. Retrieved 1973.
• 2、 Qiu, Yan,Ren, Jie,Ke, Hongwei,Zhang, Yang,Gao, Qi,Yang, Longhe,Lu, Canzhong,Li, Yuhang. "Design and synthesis of uracil urea derivatives as potent and selective fatty acid amide hydrolase inhibitors". . p. 22699 - 22705. Retrieved 2017/07/10.
• 3、 Goeschen, Catrin,White, Jonathan M.,Gable, Robert W.,Wille, Uta. "Oxidative damage of pyrimidine nucleosides by the environmental free radical oxidant NO3? in the absence and presence of NO2? and other radical and non-radical oxidants". experimental part. p. 427 - 437. Retrieved 2012/08/07.