3-Nitrobenzenesulfonyl chloride → 3-(4-Methylpiperazine-1-sulfonyl)aniline

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([S:10](Cl)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[CH3:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>>[CH3:14][N:15]1[CH2:20][CH2:19][N:18]([S:10]([C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=2)(=[O:12])=[O:11])[CH2:17][CH2:16]1

Participants

Reactant 2

HCID 84763-Nitrobenzenesulfonyl chloride

HCID 531671-Methylpiperazine

Product 1

HCID 31976483-(4-Methylpiperazine-1-sulfonyl)aniline

Procedure

The title compound was prepared following the procedure of intermediate Example 2 with to 3-Nitro-benzenesulfonyl chloride (4.4 g, 20 mmol) and N-methyl-piperazine (2.2 ml 20 mmol) as an off white solid (3.6 g, 70%). MS (ESI) m/z=256 [M+H]+.

Sources & evidence

ORD record: ord-e68686b8ea194533972a4d98240a12a3
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07338959B2

Reaction notes

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