6-chloro-3-methyl-5-nitropyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 6-chloro-3-methyl-5-nitropyrimidine-2,4(1H,3H)-dione
• CAS No.: 878-86-4
• Molecular Formula: C5H4 Cl N3 O4
• Molecular Weight: 205.556
• Mol file: 878-86-4.mol

Synonyms:Uracil,6-chloro-3-methyl-5-nitro- (7CI,8CI); 6-Chloro-3-methyl-5-nitrouracil; NSC61553

Chemical Property of 6-chloro-3-methyl-5-nitropyrimidine-2,4(1H,3H)-dione

Chemical Property:

• Vapor Pressure: 0.000478mmHg at 25°C
• Boiling Point: 279.7°Cat760mmHg
• Flash Point: 122.9°C
• Density: 1.73g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-chloro-3-methyl-5-nitropyrimidine-2,4(1H,3H)-dione

There total 7 articles about 6-chloro-3-methyl-5-nitropyrimidine-2,4(1H,3H)-dione 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: 77.0%

3-methyl-6-chlorouracil (4318-56-3) → 6-chloro-3-methyl-5-nitrouracil (878-86-4)

Guidance literature:

With sulfuric acid; nitric acid; 15 min, 15 deg C then 1 h, 20 deg C;

DOI:10.1007/BF00486922

Reference yield: 69.0%

6-chloro-2-hydroxy-3-methyl-4(3H)-pyrimidinone (4318-56-3) → 6-chloro-2-hydroxy-3-methyl-5-nitro-4(3H)-pyrimidinone (878-86-4)

Guidance literature:

With sulfuric acid; nitric acid; from 15 deg C to r.t., then r.t. 30 min;

DOI:10.1002/jhet.5570240529

Reference yield:

6-hydroxy-3-methyl-2-methylthio-4(3H)-pyrimidinone (6945-56-8) → 6-chloro-2-hydroxy-3-methyl-5-nitro-4(3H)-pyrimidinone (878-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / POCl₃, N,N-dimethylaniline / 1 h / Heating

2: 54 percent / conc. HCl, H₂O / ethanol / 14 h / Heating

3: 69 percent / conc. H₂SO₄, fuming HNO₃ / from 15 deg C to r.t., then r.t. 30 min

With hydrogenchloride; sulfuric acid; water; nitric acid; N,N-dimethyl-aniline; trichlorophosphate; In ethanol;

DOI:10.1002/jhet.5570240529

upstream raw materials:

6-chloro-2-hydroxy-3-methyl-4(3H)-pyrimidinone

6-hydroxy-3-methyl-2-methylthio-4(3H)-pyrimidinone

6-chloro-3-methyl-2-methylthio-4(3H)-pyrimidinone

3-methyl-6-chlorouracil

Downstream raw materials:

6-(3-Morpholinopropylamino)-3-methyl-5-nitrouracil

6-<4-(4-Chlorophenyl)piperazino>-3-methyl-5-nitrouracil

6-Cyclohexylamino-3-methyl-5-nitrouracil

3-methyl-5-nitro-6-(N-phenylanilino)uracil

Refernces

• 1、 Mao, Yongjun,Tian, Wang,Huang, Ziwei,An, Jing. "Convenient synthesis of toxoflavin that targets β-catenin/TCF4 signaling activities". . p. 594 - 597. Retrieved 2014/06/10.
• 2、 Kuz'menko, V. V.,Kuz'menko, T. A.,Aleksandrov, G. G.,Pozharskii, A. F.,Gulevskaya, A. V.. "PURINES AND PYRIMIDINES AND CONDENSED SYSTEMS BASED ON THEM. 2. SYNTHESIS OF 1-METHYL-9-AMINOXANTHINE AND 9-AMINOTHEOPHYLLINE". . p. 690 - 697. Retrieved 2007/10/02.