1-(3-Chlorophenyl)piperazine → HCID 131716036, compound

HRID 1722825Notes

Reaction equation

HRID 1722825 reaction equation
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[S:14]([Cl:17])(=[O:16])=[O:15].[Cl:18][C:19]1[CH:20]=[C:21]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:22]=[CH:23][CH:24]=1.C(N(CC)CC)C>C(Cl)Cl>[ClH:17].[Cl:18][C:19]1[CH:20]=[C:21]([N:25]2[CH2:30][CH2:29][N:28]([S:14]([C:2]3[CH:3]=[CH:4][C:5]4[C:6]5[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=5)[CH2:12][C:13]=4[CH:1]=3)(=[O:16])=[O:15])[CH2:27][CH2:26]2)[CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 13551-(3-Chlorophenyl)piperazineHCID 8471TriethylamineHCID 2240979H-fluorene-2-sulfonyl chloride

Product 1

HCID 131716036HCID 131716036, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound is prepared by adding to a stirred solution of 2-fluorenesulfonylchloride (4 g, 0.015 mol) in 50 mL of methylene chloride, 1-(3-chlorophenyl)piperazine (3 g, 0.013 mol) and triethylamine (6 mL). The solution is stirred overnight and the methylene chloride layer is washed with water and dried over anhydrous Na2SO4. Evaporation of the methylene chloride under reduced pressure affords crude product which is purified as in Example 2 and converted to the hydrochloride salt; m.p. 219°-221° C. (35% yield).

Workup

  1. washthe methylene chloride layer is washed with water
  2. dry with materialdried over anhydrous Na2SO4
  3. customEvaporation of the methylene chloride under reduced pressure
  4. customaffords crude product which
  5. customis purified as in Example 2

Sources & evidence

ORD record
ord-7ec996163175413f90505444b9835a14
Source dataset
uspto-grants-1989_08
Patent number
US04857644

Reaction notes

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