76629-47-5Relevant articles and documents
Synthesis of 1,8- and 2,8-Dihydrocycloheptapyrazol-8-one Derivatives by the Reactions of3-Acetyltropolone and its Methyl Ethers with Phenylhydrazine
Imafuku, Kimiaki,Yamane, Akio,Matsumura, Hisashi
, p. 1293 - 1296 (2007/10/02)
3-Acetyltropolone (1) reacted with phenylhydrazine to give 3-acetyltropolone phenylhydrazone (3) and 3-methyl-1-phenyl-1,8-dihydrocycloheptapyrazol-8-one (4).The former (3) cyclized to afford the latter (4).The reaction of 3-acetyl-2-methoxytropone (2a) with phenylhydrazine gave 4, 3-methyl-2-phenyl-2,8-dihydrocycloheptapyrazol-8-one (5), and 3-methyl-2-phenyl-2,8-dihydrocycloheptapyrazol-8-one phenylhydrazone (6).The compound (5) reacted with phenylhydrazine to afford 6.The reaction of 7-acetyl-2-methoxytropone (2b) with phenylhydrazine gave 7-acetyl-2-methoxytropone phenylhydrazone (7), 7-acetyl-2-(N'-phenylhydrazino)-tropone phenylhydrazone (8), 3-methyl-1-phenyl-1,8-dihydrocycloheptapyrazol-8-one phenylhydrazone (9), and 6.The compound (7) was heated to afford 4 and reacted with phenylhydrazine to afford 8 and 9.The compound (8) was also refluxed to give 9.