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ChemicalBook CAS DataBase List 2-(3-BROMOPHENYL)BENZO[D]THIAZOLE
19654-14-9

2-(3-BROMOPHENYL)BENZO[D]THIAZOLE synthesis

13synthesis methods
-

Yield:19654-14-9 96%

Reaction Conditions:

with copper(II) acetate monohydrate;sodium carbonate;sulfur in dimethyl sulfoxide at 130; for 24 h;Schlenk technique;Inert atmosphere;

Steps:

General procedure for the synthesis of benzimidazoles

General procedure: 2-Iodoaniline 1a (0.5 mmol), benzyl chloride 2a (1 mmol, 126 mg), sulfur powder (2 mmol, 64 mg), Cu(OAc)2·H2O (20 mg) and Na2CO3 (1 mmol, 106 mg) in DMSO (3 mL) were put into a Schlenk tube. The reaction mixture was stirred at 130 °C for 24 h and cooled to room temperature, filtered and extracted with ethyl acetate, washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by chromatography on silica gel (300-400 mesh) to afford desired product 3aa as a light yellow solid; yield : 102 mg (97%);

References:

Yang, Zhao;Hu, Renhe;Li, Xiaotong;Wang, Xin;Gu, Ren;Han, Shiqing [Tetrahedron Letters,2017,vol. 58,# 24,p. 2366 - 2369] Location in patent:supporting information