Potassium Hydroxide → 1-(3-Chlorophenyl)piperazine

HRID 237025

Reaction equation

HRID 237025 reaction equation
[N+](C1C=CC(S([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=3)[CH2:15][CH2:14]2)(=O)=O)=CC=1)([O-])=O.[OH-].[NH4+].[OH-].[K+]>CCOCC.[Cl-].[Cl-].[Cl-].[Ti+3]>[Cl:25][C:21]1[CH:20]=[C:19]([N:16]2[CH2:17][CH2:18][NH:13][CH2:14][CH2:15]2)[CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 14923Ammonium HydroxideHCID 10197251-(3-Chlorophenyl)-4-(4-nitrophenyl)sulfonylpiperazine

Product 1

HCID 13551-(3-Chlorophenyl)piperazine

Reagents, catalysts & solvents 2

HCID 10313229titanium(III) trichlorideCatalystHCID 3283Diethyl EtherSolvent

Procedure

1-[(p-Nitrophenyl)sulfonyl]-4-(m-chlorophenyl)piperazine is reduced with aqueous titanium trichloride in ether solution by dropwise addition of aqueous TiCl3 until the purple color is no longer discharged. The reaction progress is followed by thin layer chromatography. Work-up with concentrated ammonium hydroxide and subsequently aqueous potassium hydroxide followed by isolation, drying, and concentration of the organic layer gives 1-[p-aminophenyl)sulfonyl]-4-(m-chlorophenyl)piperazine.

Workup

  1. customdrying

Sources & evidence

ORD record
ord-abb38bd69cbe41e4b74d1fd6d4d564b2
Source dataset
uspto-grants-1979_06
Patent number
US04159331

Linked notes

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