A simple iodine-promoted synthesis of 2-substituted benzothiazoles by condensation of aldehydes with 2-aminothiophenol

Chemistry Letters

Volumn 35, Issue 4, 2006, Pages 460-461

  Li, Yan ^a   Wang, Yu Lu ^a   Wang, Jin Ye ^b,c  

^a HENAN NORMAL UNIVERSITY   (China)

^b SHANGHAI JIAO TONG UNIVERSITY   (China)

^c SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33745183168     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2006.460     Document Type: Article

References (41)

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41. General procedure for the synthesis of benzothiazole: 2-Aminothiophenol (25.0 mg, 0.2 mmol) and 4-chlorobenzaldehyde (28.0 mg, 0.2 mmol) were mixed in DMF (0.5 mL) thoroughly, then the solution of iodine (25.4 mg, 0.1 mmol) in DMF (0.5 mL) was added, heated and stirred at 100°C for appropriate time (monitored by TLC). When the reaction was finished, the mixture was cooled to room temperature. Then, the solution of sodium thiosulfate (10%) was dropped into the mixture until the color of iodine was disappeared. The precipitate was filtrated and washed with water. After vacuum drying, the crude products was purified by column chromatography over silica gel (petroleum ether/ethyl acetate, 8:1) to afford the corresponding benzothiazole.