合成路线:The reaction of 2-bromo-4-fluorophenylacetic acid (I) with 4-isopropytthiophenol (II) by means of Cu and K2CO3 in DMF at 100 C gives 4-fluoro-2-(4-isopropylphenylthio)phenylacetic acid (III),which is cyclized by treatment with polyphosphoric acid at 1 500 yielding 3-fluoro-8-isopropyldibenzo[b,f]-thiepin-10(11H) one (IV).The reduction of (IV) with NaBH4 in ethanol affords 3-fluoro-10-hydroxy-8-isopropyl-10,11-dihydrodibenzo[b,f]thiepin (V),which is treated with SOCl2 refluxing benzene to give 10-chloro-3-fluoro-8-isopropyl-10,11-dihydro-dibenzo[b,f]thiepin (VI).Finally,this compound is condensed with 1-(2-hydroxyethyl)piperazine (VII) in refluxing CHCl3.
参考文献标题:Isofloxythepin
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1986,11(7),567
合成路线:The reaction of 2-bromo-4-fluorophenylacetic acid (I) with 4-isopropytthiophenol (II) by means of Cu and K2CO3 in DMF at 100 C gives 4-fluoro-2-(4-isopropylphenylthio)phenylacetic acid (III),which is cyclized by treatment with polyphosphoric acid at 1 500 yielding 3-fluoro-8-isopropyldibenzo[b,f]-thiepin-10(11H) one (IV).The reduction of (IV) with NaBH4 in ethanol affords 3-fluoro-10-hydroxy-8-isopropyl-10,11-dihydrodibenzo[b,f]thiepin (V),which is treated with SOCl2 refluxing benzene to give 10-chloro-3-fluoro-8-isopropyl-10,11-dihydro-dibenzo[b,f]thiepin (VI).Finally,this compound is condensed with 1-(2-hydroxyethyl)piperazine (VII) in refluxing CHCl3.
参考文献标题:Fluorinated tricyclic neuroleptics with prolonged action: 7-Fluoro-11-[4-(2-hydroxyethyl)piperazino]-2-isopropyl-10,11-dihydrodibenzo[b,f]thiepin
文献作者:Protiva,M.; et al.
参考来源:M Coll Czech Chem Commun 1986,51(Suppl.2),698
合成路线:The reaction of 2-bromo-4-fluorophenylacetic acid (I) with 4-isopropytthiophenol (II) by means of Cu and K2CO3 in DMF at 100 C gives 4-fluoro-2-(4-isopropylphenylthio)phenylacetic acid (III),which is cyclized by treatment with polyphosphoric acid at 1 500 yielding 3-fluoro-8-isopropyldibenzo[b,f]-thiepin-10(11H) one (IV).The reduction of (IV) with NaBH4 in ethanol affords 3-fluoro-10-hydroxy-8-isopropyl-10,11-dihydrodibenzo[b,f]thiepin (V),which is treated with SOCl2 refluxing benzene to give 10-chloro-3-fluoro-8-isopropyl-10,11-dihydro-dibenzo[b,f]thiepin (VI).Finally,this compound is condensed with 1-(2-hydroxyethyl)piperazine (VII) in refluxing CHCl3.
参考文献标题:
文献作者:Jilek,J.; et al.
参考来源:M Coll Czech Chem Commun 1984,49(2),638
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