4(1H)-Pyrimidinone, 6-chloro-2-methyl- (9CI)

Base Information

• Chemical Name: 4(1H)-Pyrimidinone, 6-chloro-2-methyl- (9CI)
• CAS No.: 17551-52-9
• Molecular Formula: C5H5 Cl N2 O
• Molecular Weight: 144.56
• Hs Code.: 2933599090
• Mol file: 17551-52-9.mol

Synonyms:4(3H)-Pyrimidinone,6-chloro-2-methyl- (8CI); 4-Pyrimidinol, 6-chloro-2-methyl- (7CI);4-Chloro-2-methyl-6-hydroxypyrimidine; 6-Chloro-2-methyl-4(3H)-pyrimidone;6-Chloro-2-methyl-4-pyrimidinol; 6-Chloro-2-methylpyrimidin-4-one; NSC 165654

Chemical Property of 4(1H)-Pyrimidinone, 6-chloro-2-methyl- (9CI)

Chemical Property:

• Vapor Pressure: 0.251mmHg at 25°C
• Melting Point: 233-236ºC
• Boiling Point: 205.4°Cat760mmHg
• PKA: 7.33±0.50(Predicted)
• Flash Point: 78°C
• PSA: 46.01000
• Density: 1.45g/cm³
• LogP: 1.14400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

6-Chloro-4-hydroxy-2-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 6-Chloro-4-hydroxy-2-methylpyrimidine is an intermediate used to prepare highly potent hepatitis C Virus entry inhibitors. It is also used in the synthesis of pyrimidineacetic acids and (Pyrimidinyloxy)acetic acids as aldose reductase inhibitors.

Technology Process of 4(1H)-Pyrimidinone, 6-chloro-2-methyl- (9CI)

There total 5 articles about 4(1H)-Pyrimidinone, 6-chloro-2-methyl- (9CI) 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%

2,4-dichloro-2-methylpyrimidine (1780-26-3) → 2-methyl-4-hydroxy-6-chloropyrimidine (17551-52-9)

Guidance literature:

With sulfuric acid; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/acs.jmedchem.5b01434

Reference yield:

2,4-dichloro-2-methylpyrimidine (1780-26-3) → 6-chloro-2-methyl-3,4-dihydropyrimidin-4-one (17551-52-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo50010a007

Reference yield:

2-methyl-1H-pyrimidine-4,6-dione (40497-30-1) → 6-chloro-2-methyl-3,4-dihydropyrimidin-4-one (17551-52-9)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: aqueous HCl

With hydrogenchloride; trichlorophosphate;

DOI:10.1021/jo50010a007

upstream raw materials:

2,4-dichloro-2-methylpyrimidine

2-methyl-1H-pyrimidine-4,6-dione

Downstream raw materials:

6-anilino-2-methyl-3H-pyrimidin-4-one

2-Methyl-4-methylamino-6(1H)-pyrimidinon

6-amino-2-methylpyrimidin-4(3H)-one

6-chloro-2-methyl-5-nitro-pyrimidin-4-ylamine

Refernces

• 1、 Mologni, Luca,Dalla Via, Martina,Chilin, Adriana,Palumbo, Manlio,Marzaro, Giovanni. "Discovery of wtRET and V804MRET Inhibitors: From Hit to Lead". supporting information. p. 1390 - 1398. Retrieved 2017/09/01.
• 2、 -. "Isoxazolines as Therapeutic Agents". Paragraph 0664. . Retrieved 2013/03/26.