Synthesis and reactions of  n ‐methyl‐4‐(methylthio)thieno[2,3‐ d ]‐pyrimidinium salts | Zendy

Maruoka Hiroshi | Zendy; Okabe Fumi | Zendy; Yamagata Kenji | Zendy

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Synthesis and reactions of n ‐methyl‐4‐(methylthio)thieno[2,3‐ d ]‐pyrimidinium salts

Author(s) -

Maruoka Hiroshi,

Okabe Fumi,

Yamagata Kenji

Publication year - 2008

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570450543

Subject(s) - chemistry , sodium methoxide , malononitrile , methanethiol , methylene , ethyl cyanoacetate , medicinal chemistry , nucleophile , sodium , sodium salt , stereochemistry , organic chemistry , methanol , sulfur , catalysis , inorganic chemistry

Two methods for the preparation of N ‐methyl‐4‐(methylthio)thieno[2,3‐ d ]pyrimidinium salts 6a,b and 13a,b are described. Treatment of 6a,b and/or 13a,b with active methylene compounds such as malononitrile and ethyl cyanoacetate in the presence of sodium methoxide caused nucleophilic addition followed by elimination of methanethiol, giving the corresponding N ‐methyl‐4‐ylidenethieno[2,3‐ d ]‐pyrimidines 7a,b, 8a,b, 14a,b and 15a,b .

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