Z. Xiu-lan
2009
Citations
0
Influential Citations
0
Citations
Journal
Fine Chemical Intermediates
Abstract
3-Chloro-6-methyl-dibenzo [c,f][1,2]thiazepin-11(6H)-one 5,5-dioxide,a key intermediate of Tianeptine,was synthesized from 4-chloro-2-sulfonylchloride methyl benzoate via condensation,methylation,hydrogenolysis and cyclization in an overal yield of 55.9%.The influences of acid-capturer pyridine dosage on condensation and sodium hydride dosage on hydrogenolysis were optimized as follows:n(4-chloro-2-sulfonylchloride methyl benzoate):n(pyridine)=1:1.86,n(4-chloro-2-(N-methyl-N-phenylsulphonamide)methyl benzoate):n(sodium hydride)= 1:3.The optimal temperature for cyclization reaction was obtained to be 100~110℃.IR,1H NMR and MS were used for structure identification.