2-(BENZYLMERCAPTO)-4-HYDROXY-6-AMINOPYRIMIDINE

Base Information

• Chemical Name: 2-(BENZYLMERCAPTO)-4-HYDROXY-6-AMINOPYRIMIDINE
• CAS No.: 37660-23-4
• Molecular Formula: C11H11N3OS
• Molecular Weight: 233.294
• Hs Code.: 2933599090
• Mol file: 37660-23-4.mol

Synonyms:6-Amino-2-benzylsulfanyl-pyrimidin-4-ol;6-amino-2-benzylthio-3,4-dihydropyrimidin-4-one;6-amino-2-benzylsulfanyl-3H-pyrimidin-4-one;6-Amino-2-benzylmercapto-3H-pyrimidin-4-on;6-amino-2-benzylmercapto-3H-pyrimidin-4-one;

Chemical Property of 2-(BENZYLMERCAPTO)-4-HYDROXY-6-AMINOPYRIMIDINE

Chemical Property:

• Vapor Pressure: 2.01E-06mmHg at 25°C
• Boiling Point: 394.2oC at 760 mmHg
• Flash Point: 192.2oC
• PSA: 97.33000
• Density: 1.36g/cm3
• LogP: 2.63790

Purity/Quality:

98%min ^*data from raw suppliers

6-AMINO-2-(BENZYLTHIO)-4-PYRIMIDINOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(BENZYLMERCAPTO)-4-HYDROXY-6-AMINOPYRIMIDINE

There total 7 articles about 2-(BENZYLMERCAPTO)-4-HYDROXY-6-AMINOPYRIMIDINE 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: 96.0%

benzyl chloride (100-44-7) + 6-amino-2-thioxo-1,2-dihydro-4(3H)-pyrimidinone (1004-40-6) → 6-amino-2-benzylthio-3,4-dihydropyrimidin-4-one (37660-23-4)

Guidance literature:

With triethylamine; In ethanol; for 0.5h;

DOI:10.1039/b211564f

Reference yield: 95.0%

benzyl bromide (100-39-0) + 4-aminothiouracil (1004-40-6) → 4-amino-2-(benzylthio)-6-hydroxypyrimidine (37660-23-4)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2019.126807

Reference yield:

6-Amino-2-thiouracil (1004-40-6) + benzyl bromide (100-39-0) → 6-amino-2-benzylthio-3,4-dihydropyrimidin-4-one (37660-23-4)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 - 50 ℃; for 17h;

DOI:10.1016/j.bmcl.2011.11.111

upstream raw materials:

6-Amino-2-thiouracil

benzyl chloride

6-amino-2-thioxo-1,2-dihydro-4(3H)-pyrimidinone

benzyl bromide

Downstream raw materials:

6-amino-2-(benzylsulfanyl)-5-(2-nitro-1-phenylethyl)-4(3H)-pyrimidinone

6-amino-2-(benzylthio)-5-iodopyrimidin-4(3H)-one

6-amino-2-(benzylsulfanyl)-5-[1-(4-methoxyphenyl)-2-nitroethyl]-4(3H)-pyrimidinone

2-benzylsulfanyl-3,5,6,7,8,9-hexahydro-1,3,9-triazafluoren-4-one

Refernces

• 1、 Cosimelli, Barbara,Greco, Giovanni,Laneri, Sonia,Novellino, Ettore,Sacchi, Antonia,Collina, Simona,Rossi, Daniela,Cosconati, Sandro,Barresi, Elisabetta,Taliani, Sabrina,Trincavelli, Maria Letizia,Martini, Claudia. "Studies on enantioselectivity of chiral 4-acetylamino-6-alkyloxy-2-alkylthiopyrimidines acting as antagonists of the human A3 adenosine receptor". . p. 81 - 86. Retrieved 2018/02/07.
• 2、 Cosimelli, Barbara,Greco, Giovanni,Laneri, Sonia,Novellino, Ettore,Sacchi, Antonia,Trincavelli, Maria Letizia,Giacomelli, Chiara,Taliani, Sabrina,Da Settimo, Federico,Martini, Claudia. "4-amino-6-alkyloxy-2-alkylthiopyrimidine derivatives as novel non-nucleoside agonists for the adenosine A1 receptor". . p. 724 - 729. Retrieved 2016/10/25.