Hydrochloric Acid → HCID 23346235, compound

Reaction equation

C1(SC2CCNCC=2)C=CC=CC=1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)=[CH:17][CH:16]=1.[H-].[Al+3].[H-].[H-].[ClH:32]>>[ClH:32].[F:14][C:15]1[CH:16]=[CH:17][C:18]([S:21][C:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH:23]=2)=[CH:19][CH:20]=1

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 21584524Aluminiumhydride

HCID 23346234HCID 23346234, compound

HCID 23346262HCID 23346262, compound

Product 1

HCID 23346235HCID 23346235, compoundYield 83.1%

Procedure

According to the procedure for synthesis of 4-(phenylthio)-1,2,3,6-tetrahydropyridine, 58.5 g of 4-[(4-fluorophenyl)thio]pyridine is reduced with aluminum hydride. The crude oil is treated with ethereal hydrogen chloride to give 58.2 g (83.1%) of white powder, m.p. 136°-142° C. Recrystallization from acetonitrile gives white crystals, m.p. 158°-159° C.