摘要
以4-氯-2-磺酰氯苯甲酸甲酯为原料,经缩合、甲基化、氢解及环合反应合成噻萘普汀重要中间体3-氯-6-甲基二苯并[c,f][1,2]硫氮杂卓-11(6H)-酮5,5-二氧化物,讨论了缩合反应中傅酸剂吡啶的用量对反应的影响以及氢解反应中氢化钠用量对反应的影响,得到了较优的工艺条件:n(4-氯-2-磺酰氯苯甲酸甲酯)∶n(吡啶)=1∶1.86、n[4-氯-2-(N-甲基-N-苯基-胺磺酰基)-苯甲酸甲酯]∶n(氢化钠)=1∶3。对环合反应条件进行了研究,确定了适宜反应温度为100~110℃。总收率为55.9%,其化学结构经IR、1HNMR、MS得以确证。
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 eyclization in an overal yield of 55.9%. The influences of acid-capturer pyridine dosage on eondensation 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.
出处
《精细化工中间体》
CAS
2009年第3期34-36,55,共4页
Fine Chemical Intermediates