3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide

Base Information

• Chemical Name: 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide
• CAS No.: 163597-57-7
• Molecular Formula: C12H14N2OS
• Molecular Weight: 234.322
• Hs Code.: 2930909090
• Mol file: 163597-57-7.mol

Synonyms:3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide;

Chemical Property of 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 396.194 °C at 760 mmHg
• PKA: 12.49±0.29(Predicted)
• Flash Point: 193.411 °C
• PSA: 95.67000
• Density: 1.187 g/cm³
• LogP: 2.94798
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-?Cyano-?4-?isobutyloxythiobenza?mide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-?Cyano-?4-?isobutyloxythiobenza?mide is an impurity in the preparation of Febuxostat (F229000), a xanthine oxidase/xanthine dehydrogenase inhibitor. Used for treatment of hyperuricemia and chronic gout.

Technology Process of 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide

There total 10 articles about 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide 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: 90.0%

3-formyl-4-isobutoxythiobenzamide → 3-cyanoisobutoxybenzothioamide (163597-57-7)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; sodium acetate; for 5h; Reagent/catalyst; Reflux;

Reference yield: 85.0%

4-isobutoxyisophthalonitrile (161718-81-6) → 3-cyanoisobutoxybenzothioamide (163597-57-7)

Guidance literature:

With hydrogenchloride; thioacetamide; In N,N-dimethyl-formamide; at 45 ℃; for 40h;

DOI:10.3987/COM-97-S(N)89

Reference yield:

4-cyanophenol (767-00-0) → 3-cyanoisobutoxybenzothioamide (163597-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide; trifluorormethanesulfonic acid / acetonitrile / -15 - 30 °C

2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C

3: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C

4: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C

With hydrogenchloride; N-Bromosuccinimide; trifluorormethanesulfonic acid; sodium carbonate; potassium carbonate; thioacetamide; potassium iodide; palladium diacetate; In N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

upstream raw materials:

4-isobutoxyisophthalonitrile

4-nitrobenzonitrile

4-cyanophenol

2,4-dibromophenol

Downstream raw materials:

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

febuxostat

2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid methylamine

2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid tert-butylamine

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF 2-[3-CYANO-4-(2-METHYLPROPOXY)PHENYL]-4-METHYLTHIAZOLE-5-CARBOXYLIC ACID AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS". Page/Page column 42. . Retrieved 2011/12/02.