2-Thiophenesulfonyl chloride → N-[4-Methoxy-3-(4-methyl-1-piperazinyl)phenyl]thiophene-2-ylsulfonamide

HRID 1358948Notes

Reaction equation

HRID 1358948 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6](Cl)(=[O:8])=[O:7].[CH3:10][O:11][C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][C:13]=1[N:19]1[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]1>CC(C)=O>[CH3:10][O:11][C:12]1[CH:18]=[CH:17][C:15]([NH:16][S:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)(=[O:8])=[O:7])=[CH:14][C:13]=1[N:19]1[CH2:20][CH2:21][N:22]([CH3:25])[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 855182-Thiophenesulfonyl chlorideHCID 103311014-Methoxy-3-(4-methylpiperazin-1-yl)aniline

Product 1

HCID 18180042N-[4-Methoxy-3-(4-methyl-1-piperazinyl)phenyl]thiophene-2-ylsulfonamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of thiophene-2-sulfonyl chloride (82 mg;0.45 mmol) in acetone (2 ml) was added to a solution of 4-methoxy-3-(4-methylpiperazin-1-yl)aniline (100 mg;0.45 mmol) in acetone (2 ml) and the mixture stood overnight at room temperature. The resultant crystalline solid was filtered off and washed with acetone, then diethyl ether, to afford the title compound as the hydrochloride salt. (153 mg;84%). MS: m/z=368.

Workup

  1. filtrationThe resultant crystalline solid was filtered off
  2. washwashed with acetone

Sources & evidence

ORD record
ord-a8fbe2184bf44f7a974cc7fd98d2f17b
Source dataset
uspto-grants-2003_07
Patent number
US06599904B2

Reaction notes

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