4-Chloro-3-nitrobenzenesulfonamide → 3-chloro-4-((tetrahydro-2H-pyran-4-yl)methylamino)benzenesulfonamide

HRID 706997Notes

Reaction equation

HRID 706997 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+]([O-])=O.[O:15]1[CH2:20][CH2:19][CH:18]([CH2:21][NH2:22])[CH2:17][CH2:16]1.[ClH:23].Cl.CN1CCN(N)CC1.CCN(C(C)C)C(C)C.CN(C)CCN(C)C>>[Cl:23][C:3]1[CH:4]=[C:5]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:22][CH2:21][CH:18]1[CH2:19][CH2:20][O:15][CH2:16][CH2:17]1

Participants

6

Reactant 5

HCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 81531DiisopropylethylamineHCID 1982214-Methylpiperazin-1-ylamine dihydrochloride hydrateHCID 27732104-Aminomethyltetrahydropyran

Product 1

HCID 671266163-chloro-4-((tetrahydro-2H-pyran-4-yl)methylamino)benzenesulfonamide

Procedure

The title compound was prepared by substituting 4-fluoro-3-chlorobenzenesulfonamide for 4-chloro-3-nitrobenzenesulfonamide, (tetrahydro-2H-pyran-4-yl)methanamine for 4-methylpiperazin-1-amine dihydrochloride and Hunig's base for N1,N1,N2,N2-tetramethylethane-1,2-diamine in EXAMPLE 6A.

Sources & evidence

ORD record
ord-0ab115c41266436d864e6e073f2a2dad
Source dataset
uspto-grants-2015_11
Patent number
US09174982B2

Reaction notes

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