Reactions with 2,3,4,5-Tetrahydro-benzo[b]thiepin-5-one and its Derivatives

2,3,4,5-Tetrahydro-benzo[b]thiepin-5-one, its 7-methyl derivative, and their S, S-dioxides condense with aromatic aldehydes to give the corresponding 4-arylidene derivatives 3 and 4. Compounds 4 react with hydrazine and phenylhydrazine to yield 3, 3a, 4, 5-tetrahydro-2 H-benzo-[b]thiepino[4, 5-c]pyrazole S, S-dioxide derivatives 5 and 6. Some of the arylidene derivatives 4 add GRIGNARD reagents to give 7. The IR spectra of representative examples are discussed.