Synthesis of 6-alkylthioimidazo[1,2-a]pyridines |
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Authors: | Ya. L. Gol'dfarb F. M. Stoyanovich M. A. Marakatkina G. I. Gorushkina |
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Affiliation: | (1) N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, 117913 Moscow |
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Abstract: | A number of 6-alkylthio(and sulfonyl)-substituted imidazo[1,2-a]pyridines were synthesized by the reaction of 5-alkylthio- and 5-alkylsulfonyl-2-aminopyridines with -bromoacetophenone and -chlorocyclohexanone in order to search for new compounds that have fungicidal activity. 5-Alkylthio-2-aminopyridines were obtained from the double salt of 5-mercapto-2-aminopyridine with SnCl2 and HCl by reaction with alkyl halides or tert-C4H9OH and 75% H2SO4. 5-tert-Butylthio-2-aminopyridine was oxidized by means of KMnO4 to 5-tert-butylsulfonyl-2-aminopyridine. A double salt was synthesized from 2-aminopyridine-5-sulfonic acid.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 634–638, May, 1979. |
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