3-Methyl-5-nitrouracil

Base Information

• Chemical Name: 3-Methyl-5-nitrouracil
• CAS No.: 25912-37-2
• Molecular Formula: C5H5 N3 O4
• Molecular Weight: 171.112
• NSC Number: 266152
• DSSTox Substance ID: DTXSID70313073
• Nikkaji Number: J493.481D
• Wikidata: Q82063938
• Mol file: 25912-37-2.mol

Synonyms:3-Methyl-5-nitrouracil;25912-37-2;3-methyl-5-nitropyrimidine-2,4(1H,3H)-dione;NSC266152;3-methyl-5-nitro-1H-pyrimidine-2,4-dione;SCHEMBL11480035;DTXSID70313073;NSC 266152;NSC-266152

Chemical Property of 3-Methyl-5-nitrouracil

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.59g/cm³
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 171.02800565
• Heavy Atom Count: 12
• Complexity: 290

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C(=CNC1=O)[N+](=O)[O-]

Technology Process of 3-Methyl-5-nitrouracil

There total 10 articles about 3-Methyl-5-nitrouracil 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: 93.0%

3-methyl-5-nitro-1-(p-nitrophenyl)uracil (108047-30-9) → 3-methyl-5-nitro-2,4(1H,3H)pyrimidinedione (25912-37-2)

Guidance literature:

With ammonia; In ethanol; for 4h; Ambient temperature;

DOI:10.1039/P19900000367

Reference yield: 80.0%

5-nitrobarbituric acid (611-08-5,28806-18-0) + methyl iodide (74-88-4) → 1-methyl-5-nitrouracil (28495-88-7) + 1,3-dimethyl-5-nitrouracil (41613-26-7) + 3-methyl-5-nitro-2,4(1H,3H)pyrimidinedione (25912-37-2)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In methanol; acetonitrile; at 40 ℃; for 72h;

Reference yield:

3-methyl-5-nitro-1-phenyluracil (934802-64-9) → 3-methyl-5-nitro-2,4(1H,3H)pyrimidinedione (25912-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / nitric acid / H₂SO₄ / 0.5 h / 10 °C

2: 93 percent / ammonia / ethanol / 4 h / Ambient temperature

With ammonia; nitric acid; In ethanol; sulfuric acid;

DOI:10.1039/P19900000367

upstream raw materials:

5-nitrobarbituric acid

methyl iodide

3-methyluracil

3-methyl-5-nitro-1-(p-nitrophenyl)uracil

Downstream raw materials:

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

Refernces

• 1、 Pecorari,Vampa,Albasini,Rinaldi,Melegari,Costi. "Preparation and physicochemical properties of uracil derivatives with potential biological activity". . p. 311 - 318. Retrieved 2007/10/02.