1-Methyluracil

Base Information

• Chemical Name: 1-Methyluracil
• CAS No.: 615-77-0
• Molecular Formula: C5H6 N2 O2
• Molecular Weight: 126.115
• Hs Code.: 2933599090
• European Community (EC) Number: 633-084-8
• NSC Number: 44432
• UNII: 4ZB2484Q0M
• DSSTox Substance ID: DTXSID90210474
• Nikkaji Number: J94.927B
• Wikidata: Q27137782
• ChEMBL ID: CHEMBL4797970
• Mol file: 615-77-0.mol

Synonyms:1-methyluracil;1-methyluracil monohydrobromide;1-methyluracil, ion (1-)

Chemical Property of 1-Methyluracil

Chemical Property:

• Vapor Pressure: 0.00181mmHg at 25°C
• Melting Point: 236-238 °C(lit.)
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 260.1ºC at 760 mmHg
• PKA: 9.77±0.10(Predicted)
• Flash Point: 111.1ºC
• PSA: 54.86000
• Density: 1.263g/cm3
• LogP: -0.92640
• Storage Temp.: -20°C Freezer
• Solubility.: 1 M NaOH: soluble50mg/mL, clear, colorless
• Water Solubility.: 20g/L(temperature not stated)
• XLogP3: -1.2
• 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

1-Methyluracil ^*data from reagent 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=CC(=O)NC1=O
• Uses: 1-Methyluracil (cas# 615-77-0) is a compound useful in organic synthesis.

Technology Process of 1-Methyluracil

There total 10 articles about 1-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: 70.0%

4-methoxy-2-pyrimidone (18002-25-0) + dimethyl sulfate (77-78-1) → 1-methyluracil (615-77-0) + 2,4-dimethoxypyrimidine (3551-55-1) + 1,3-dimethyluracil (874-14-6,156398-76-4) + 1-methyl-4-methoxy-2-oxo-1,2-dihydropyrimidine (7152-66-1)

Guidance literature:

4-methoxy-2-pyrimidone; With lithium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h;

dimethyl sulfate; In N,N-dimethyl-formamide; at 60 ℃; for 48h;

DOI:10.1016/j.tet.2006.04.098

Reference yield: 54.0%

4-(N'-benzoyl-N-phenylhydrazino)-1-methyl-1H-pyrimidin-2-one (107835-23-4) + benzalacetophenone (94-41-7) → 1-methyluracil (615-77-0) + 1,3,5-triphenyl-4,5-dihydro-1H-pyrazole (742-01-8) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With hydrogenchloride; In ethanol; at 100 ℃; for 24h; Product distribution;

DOI:10.1007/BF00519534

Reference yield: 43.0%

1-methyl-1H-pyrimidin-2-one (3739-81-9) → 1-methyluracil (615-77-0)

Guidance literature:

With oxygen; aldehyde oxidase; In water; at 25 ℃; Kinetics; Mechanism; Product distribution; pH optimum;

upstream raw materials:

1-methyl-1H-pyrimidin-2-one

4-(N'-benzoyl-N-phenylhydrazino)-1-methyl-1H-pyrimidin-2-one

benzalacetophenone

uracil

Downstream raw materials:

1-methylthymine

1-methyl-4-(3-chlorophenoxy)pyrimidin-2(1H)-one

C₁₅H₁₈N₄O₆

4-N-allyl-1-methylcytosine

Refernces

• 1、 Gambacorta, Augusto,Tofani, Daniela,Loreto, Maria Antonietta,Gasperi, Tecla,Bernini, Roberta. "HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives". . p. 6848 - 6854. Retrieved 2007/10/03.
• 2、 Ishikawa,Itoh,Takayanagi,Oshima,Kawahara,Mizuno,Ogura. "The photocycloaddition reactions of uridine and related compounds with 2,3-dimethyl-2-butene". . p. 1922 - 1930. Retrieved 2007/10/02.