ChemicalBook CAS DataBase List 3-CHLORO-THIOBENZAMIDE

3-CHLORO-THIOBENZAMIDE synthesis

5synthesis methods

Product Name:3-CHLORO-THIOBENZAMIDE
CAS Number:2548-79-0
Molecular formula:C7H6ClNS
Molecular Weight:171.65

766-84-7
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$9.00/10g

2548-79-0
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$15.00/1g

Yield: 96%

Reaction Conditions:

with sodium monohydrogen sulfide x-hydrate;magnesium(II) chloride hexahydrate in N,N-dimethyl-formamide at 20; for 2 h;

Steps:

16
Synthesis of Intermediate (1)(1)Molecular Weight: 137.6 Molecular Weig ht: 171.6[00345] In a 3-neck 2 L round-bottomed flask, equipped with anoverheadmechanicalstirrer, slurry of sodium hydrosulfide hydrate (107.58 g, 1.453 mmol) and magnesium chloride hexahydrate (147.56 g, 0.726 mmol) in 1.2 L of DMF was added 3-Chlorobenzonitrile (100 g, 0.726 mmol) in one portion, and the reaction mixture was stirred at room temperature for 2 h. The progress of the reaction was followed by TLC using ethyl acetate: hexane (1 : 1) as mobile phase. The resulting green slurry was poured in 6000 niL water, and the resulting precipitates were collected by filtration. The crude product was re-suspended in 1 N HCl and stirred for 45 min, then filtered and washed with water to give intermediate- 1 (120 g, 96%). Mass : 172.1.

References:

KARYOPHARM THERAPEUTICS, INC.;SHECHTER, Sharon;KAUFFMAN, Michael;SANDANYAKA, Vincent, P.;SHACHAM, Sharon WO2011/109799, 2011, A1 Location in patent:Page/Page column 128-129