Benzoic acid, 3-(chlorosulfonyl)- → HCID 18413947, compound

HRID 991455Notes

Reaction equation

HRID 991455 reaction equation
Cl.Cl.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1.Cl[S:17]([C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=1)[C:23]([OH:25])=[O:24])(=[O:19])=[O:18].C(N(C(C)C)CC)(C)C>ClCCl>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][N:13]([S:17]([C:20]3[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=3)[C:23]([OH:25])=[O:24])(=[O:19])=[O:18])[CH2:12][CH2:11]2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 77641Benzoic acid, 3-(chlorosulfonyl)-HCID 81531DiisopropylethylamineHCID 12212341Piperazine, 1-(4-chlorophenyl)-, hydrochloride (1:2)

Product 1

HCID 18413947HCID 18413947, compoundYield 38.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 1-(4-chlorophenyl)piperazine dihydrochloride (539 mg) and 3-(chlorosulfonyl)benzoic acid (441 mg) in dichloromethane (50 ml) was added diisopropylethylamine (0.8 ml). After stirring overnight at room temperature the reaction mixture was washed with 2N HCl (3×25 ml) and brine (25 ml), dried over MgSO4, filtered and evaporated to give the title compound as white solid (290 mg, 38%).

Workup

  1. washwas washed with 2N HCl (3×25 ml) and brine (25 ml)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-3ccb0bf21e9b43f6b273a1120e3dfb2c
Source dataset
uspto-grants-2002_10
Patent number
US06465468B1

Reaction notes

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