REACTIONS OF A ZWITTERIONIC BENZYLIDENE COMPOUND OF THIOOXALIC ACID HYDRAZIDE AMIDE HYDRAZONE WITH C1-BUILDING BLOCKS

Abstract The zwitterionic 4-methoxybenzylidene derivative of thiooxalic acid hydrazide amide hydrazone 1 reacts with orthocarboxylic esters to 2,5-disubstituted I,3,4-thiadiazoles 2 and with carbon disulfide or 1,1′-carbonyldiimidazole to the corresponding 2,3-dihydro-1,3,4-thiadiazoles 4 and 5. The acyclic zwitterionic products 3 were obtained from 1 with aromatic acyl chlorides. X-Ray structural data of 2a and 2b are given. All compounds are characterized by spectroscopic data (1H NMR, 13C NMR, IR). Key Words: zwitterionic monobenzylidene thiooxalic acid hydrazide amide hydrazoneC1-building blocks1,3,4-thiadiazolesX-ray analysisNMR data