TSHIN SHI-YUAN. SYNTHESIS OF THE HYDRAZIDE OF 4-CYANO-METHYLTHIAZOLE-2-CARBOXYLIC ACIDJ. Acta Pharmaceutica Sinica, 1958, 6(2): 98-100.
Citation: TSHIN SHI-YUAN. SYNTHESIS OF THE HYDRAZIDE OF 4-CYANO-METHYLTHIAZOLE-2-CARBOXYLIC ACIDJ. Acta Pharmaceutica Sinica, 1958, 6(2): 98-100.

SYNTHESIS OF THE HYDRAZIDE OF 4-CYANO-METHYLTHIAZOLE-2-CARBOXYLIC ACID

  • Ethyl thiooxamate with 1, 3-dichloroacetone in acetone gave 2-carbethoxy-4-chloromethylthiazole (m.p. 55-56℃). The latter can also be prepared by heating ethyl oxamate, phosphorus pentasulfide and 1, 3-dichloroacetone in dry toluene. Treatment of 2-carbethoxy-4-chloromethylthiazole in methyl alcohol with potassium cyanide gave 2-carbethoxy-4-cyanomethyl thiazole (m.p. 87-88℃), which reacted with hydrazine hydrate at room temperature to form the corresponding hydrazide (m.p. 161-162℃).
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