H. Dehne et al., REACTIONS OF A ZWITTERIONIC BENZYLIDENE COMPOUND OF THIOOXALIC ACID HYDRAZIDE AMIDE HYDRAZONE WITH C-1-BUILDING BLOCKS, Phosphorus, sulfur and silicon and the related elements, 118, 1996, pp. 79-88
The zwitterionic 4-methoxybenzylidene derivative of thiooxalic acid hy
drazide amide hydrazone 1 reacts with orthocarboxylic esters to 2,5-di
substituted 1,3,4-thiadiazoles 2 and with carbon disulfide or 1,1'-car
bonyldiimidazole 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 (H-1 NMR, C-13
NMR, IR).