Acta Chimica Sinica ›› 1966, Vol. 32 ›› Issue (3): 247-251. Previous Articles     Next Articles

七元杂环——Ⅰ.2, 4-二取代-2, 3, 4, 5-四氢一苯骈(1:5)硫氮杂(卄卓)

邢其毅, 金声, 李景波   

  1. 北京大学化学系
  • 投稿日期:1965-06-09 发布日期:2013-06-03

THIAZEPINS Ⅰ. 2, 4-DISUBSTITUTED-2, 3, 4, 5-TETRAHYDRO-BENZO (1:5)THIAZEPINES AND THE STABILITIES OF THEIR CORRESPONDING 4, 5-DEHYDRO-COMPOUNDS

HSING CHI-YI, KING SHENG, LI GING-BO   

  1. Department of Chemistry, Peking Univesity
  • Received:1965-06-09 Published:2013-06-03

2-Methyl 4-phenyl 3,4-dihydrobenzo(1:5) thiazepine hydrochloride (Ⅲa) is prepared by condensing o-aminothiophenol hydrochloride with 1-phenyl but-2-en-3-one. Attempted conversion of Ⅲaa into its free base with 10% sodium hydroxide resulted in the formation of the amino ketone Ⅵ, which can be transformed back to Ⅲa on treatment with an-hydrous hydrogen chloride. Ⅲa is reduced readily to the corresponding tetrahydro derivative by sodium borohydride. 2,2,4-Trimethyl-2,3,4,5-tetrahydrobenzo (1:5)thiazepine could also be obtained by the reduction of the corresponding 2,3-dihydro-compound with sodium borohydride. However, the dihydrocompound was stable in alkaline solution.