oxithiopurinol

Base Information

• Chemical Name: oxithiopurinol
• CAS No.: 5334-33-8
• Molecular Formula: C19H19BrN2O2
• Molecular Weight: 168.179
• Hs Code.: 2933990090
• Mol file: 5334-33-8.mol

Synonyms:6-Hydroxy-4-mercaptopyrazolo(3,4-d)pyrimidin;4-Mercapto-6-hydroxy-1-pyrazolo-(3,4-d)pyrimidin;oxithiopurinol;4-thioxo-1(2),4,5,7-tetrahydro-pyrazolo[3,4-d]pyrimidin-6-one;4-mercapto,6-hydroxypyrazolo[3,4-d]pyrimidine;

Chemical Property of oxithiopurinol

Chemical Property:

• Boiling Point: 587.6°Cat760mmHg
• Flash Point: 309.2°C
• PSA: 109.42000
• Density: 1.347g/cm³
• LogP: 0.30880

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of oxithiopurinol

There total 7 articles about oxithiopurinol 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: 81.0%

carbon oxide sulfide (463-58-1) + 3-amino-4-cyano-2H-pyrazole (16617-46-2) → 4,5-Dihydro-4-thioxo-1H-pyrazolo[3,4-d]pyrimidin-6(7H)-one (5334-33-8,132786-97-1)

Guidance literature:

With sodium ethanolate; for 26h; Heating;

DOI:10.1021/jo00333a001

Reference yield: 76.0%

oxypurinol (2465-59-0) → 4,5-Dihydro-4-thioxo-1H-pyrazolo[3,4-d]pyrimidin-6(7H)-one (5334-33-8,132786-97-1)

Guidance literature:

With pyridine; tetraphosphorus decasulfide; for 2h; Heating;

DOI:10.1039/a903676h DOI:10.1039/a907673e

Reference yield:

2,4,6-trichloropyrimidine-5-carbaldehyde (50270-27-4) → 4,5-Dihydro-4-thioxo-1H-pyrazolo[3,4-d]pyrimidin-6(7H)-one (5334-33-8,132786-97-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / NH₂NH₂ / 2-methoxy-ethanol / 0.5 h / 0 °C

2: 93 percent / dimethylformamide / 10 h / 20 °C

3: 54 percent / HCl; H₂O / 3 h / Heating

4: 76 percent / P₂S₅; pyridine / 2 h / Heating

With pyridine; hydrogenchloride; tetraphosphorus decasulfide; water; hydrazine; In 2-methoxy-ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Condensation / 3: Hydrolysis / 4: Substitution;

DOI:10.1039/a907673e

upstream raw materials:

oxypurinol

carbon oxide sulfide

3-amino-4-cyano-2H-pyrazole

pyridine

Downstream raw materials:

4-amino-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-6-thione

4,6-Bis-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine

6-chloro-N-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

5-chloro-3-(4-nitro-phenyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidine

Refernces

• 1、 Nagamatsu, Tomohisa,Fujita, Takayuki. "Facile and general syntheses of 3- and/or 5-substituted 7H-pyrazolo[4,3-e]-1,2,4-triazolo[4,3-c]pyrimidines as a new class of potential xanthine oxidase inhibitors". . p. 1461 - 1462. Retrieved 2007/10/03.