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Abstract
Treatment of 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium perchlorates 1 with triethylamine leads to monomeric or dimeric methine bases, 2 or 3, depending on the extent of substitution (—CH2R) within the alkyl group; 1,3,4-thiadiazolium salts 7 bearing a 2-isopropyl substitutent give monomeric methine bases 8. Hydrolysis of methine bases 2 and 8 gives N′-alkanoyl-N′-arylbenzothiohydrazides 4 and 6 respectively. The first examples of isolation of monomeric methine bases 2 and their conversion to dimeric methine bases 3 in this series are provided where R = Cl.