5-Chloro-3-(4-fluoro-phenyl)-[1,2,4]thiadiazole

Base Information

• Chemical Name: 5-Chloro-3-(4-fluoro-phenyl)-[1,2,4]thiadiazole
• CAS No.: 138426-27-4
• Molecular Formula: C8H4ClFN2S
• Molecular Weight: 214.651
• Hs Code.: 2934999090
• Mol file: 138426-27-4.mol

Synonyms:

Chemical Property of 5-Chloro-3-(4-fluoro-phenyl)-[1,2,4]thiadiazole

Chemical Property:

• PSA: 54.02000
• LogP: 2.99760

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-3-(4-fluoro-phenyl)-[1,2,4]thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Chloro-3-(4-fluoro-phenyl)-[1,2,4]thiadiazole

There total 4 articles about 5-Chloro-3-(4-fluoro-phenyl)-[1,2,4]thiadiazole 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%

trichloromethyl mercaptan (75-70-7) + 4-fluorobenzamidine hydrochloride (456-14-4) → 5-chloro-3-(4-fluorophenyl)-1,2,4-thiadiazole (138426-27-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmc.2012.11.006

Reference yield:

3-(4-fluorophenyl)-1,2,4-thiadiazol-5-amine (874356-96-4) → 5-chloro-3-(4-fluorophenyl)-1,2,4-thiadiazole (138426-27-4)

Guidance literature:

With tert.-butylnitrite; copper(II) choride dihydrate; In acetonitrile; at 20 ℃; for 1h;

Reference yield:

4-fluorobenzamidine hydrochloride (456-14-4) → 5-chloro-3-(4-fluorophenyl)-1,2,4-thiadiazole (138426-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol / 1 h / 20 °C

2.1: trimethylamine; bromine / ethanol; methanol / 0.17 h / 0 °C

2.2: 20 °C

3.1: tert.-butylnitrite; copper(II) choride dihydrate / acetonitrile / 1 h / 20 °C

With tert.-butylnitrite; copper(II) choride dihydrate; bromine; sodium hydroxide; trimethylamine; In methanol; ethanol; acetonitrile;

upstream raw materials:

trichloromethyl mercaptan

4-fluorobenzamidine hydrochloride

4-fluorobenzamidine

3-(4-fluorophenyl)-1,2,4-thiadiazol-5-amine

Refernces

• 1、 Kono, Mitsunori,Matsumoto, Takahiro,Kawamura, Toru,Nishimura, Atsushi,Kiyota, Yoshihiro,Oki, Hideyuki,Miyazaki, Junichi,Igaki, Shigeru,Behnke, Craig A.,Shimojo, Masato,Kori, Masakuni. "Synthesis, SAR study, and biological evaluation of a series of piperazine ureas as fatty acid amide hydrolase (FAAH) inhibitors". . p. 28 - 41. Retrieved 2013/02/22.