Process for the production of 2-acetylbenzo [.beta.]thiophenes

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D33356

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051699613

ABSTRACT:
A process for the production in high yield of 2-acetylbenzo[.beta.]thiophene and its alkyl and alkoxy substituted derivatives by converting a 2-halobenzaldehyde to a 2,2'-dithiobis(benzaldehyde) intermediate and reacting that intermediate successively with 2,4-pentanedione and chloroacetone in the presence of base.

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F. Mayers, Ann, "Farbstoffstadien in Thionaphtenreihe," 488, 259-296 (1931).
"M. Farrar, J. Am. Chem Soc, Condensation Effected by Acidic Catalysts," 72, pp. 4433-4436 (1950).
O. M. Corrigan et al., Aust. J. Chem., "Cobalt Complexes of Bi-and Tetro-dentate N-substituted O-Mercaptobengaldimines," 29, pp. 1413-1427 (1976).
H. Kasmai, et al, Synthesis, "An Efficient and convenient Synthesis of 2-Mercaptobenzaldehyde," Oct. 1989, pp. 763-765.

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