4(1H)-Pyrimidinone, 5-amino-6-chloro- (9CI)

Base Information

• Chemical Name: 4(1H)-Pyrimidinone, 5-amino-6-chloro- (9CI)
• CAS No.: 3137-60-8
• Molecular Formula: C4H4 Cl N3 O
• Molecular Weight: 145.548
• Hs Code.: 2933599090
• Mol file: 3137-60-8.mol

Synonyms:4-Pyrimidinol,5-amino-6-chloro- (7CI,8CI); NSC 25730

Chemical Property of 4(1H)-Pyrimidinone, 5-amino-6-chloro- (9CI)

Chemical Property:

• Vapor Pressure: 0.275mmHg at 25°C
• Melting Point: 221-222 °C
• Boiling Point: 203.6°Cat760mmHg
• PKA: 6.79±0.50(Predicted)
• Flash Point: 77°C
• PSA: 71.77000
• Density: 1.79g/cm³
• LogP: 0.58670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-6-chloro-pyrimidin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4(1H)-Pyrimidinone, 5-amino-6-chloro- (9CI)

There total 4 articles about 4(1H)-Pyrimidinone, 5-amino-6-chloro- (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: 85.0%

6-chloro-5-nitro-pyrimidin-4-ol (3137-56-2) → 5-amino-4-chloro-6-hydroxypyrimidine (3137-60-8)

Guidance literature:

With formic acid; zinc; In neat liquid; at 0 ℃; for 2h;

DOI:10.1002/jhet.3867

Reference yield: 41.0%

5-amino-4,6-dichloropyridimine (5413-85-4) + (4-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-6-yl)methanol (942149-14-6) → (+/-)-{cis-4-[(5-amino-6-chloropyrimidin-4-yl)amino]-5,6-dihydro-4H-cyclopenta[b]thiophen-6-yl}methanol + (+/-)-{trans-4-[(5-amino-6-chloropyrimidin-4-yl)amino]-5,6-dihydro-4H-cyclopenta[b]thiophen-6-yl}methanol + 5-amino-4-chloro-6-hydroxypyrimidine (3137-60-8)

Guidance literature:

With triethylamine; In butan-1-ol; for 45h; Inert atmosphere; Reflux;

DOI:10.1055/s-0029-1216908

Reference yield:

4-methoxy-5-amino-6-chloropyrimidine (15846-19-2) → 5-amino-4-chloro-6-oxo-1,6-dihydropyrimidine (3137-60-8)

Guidance literature:

With pyridine hydrochloride; In N,N-dimethyl-formamide; at 120 ℃; for 2h;

upstream raw materials:

4-methoxy-5-amino-6-chloropyrimidine

5-amino-4,6-dichloropyridimine

(4-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-6-yl)methanol

6-chloro-5-nitro-pyrimidin-4-ol

Downstream raw materials:

5-Amino-4-hydroxypyrimidine

2-cyano-2-diazoacetamide

4-carbamoyl-5-chloro-1,2,3-triazole

Refernces

• 1、 -. "DIHYDROQUINAZOLIN-2-ONE DERIVATIVES AS SELECTIVE CYTOTOXIC AGENTS USEFUL IN THE TREATMENT OF HIV". Page/Page column 58. . Retrieved 2022/03/22.