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

HRID 706882Notes

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.Cl.Cl.[CH3:25][N:26]1CCN(N)CC1>>[C:25]([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)#[N:26]

Participants

Reactant 3

HCID 73244-Chloro-3-nitrobenzenesulfonamide

HCID 1982214-Methylpiperazin-1-ylamine dihydrochloride hydrate

HCID 27732104-Aminomethyltetrahydropyran

Product 1

HCID 671265013-cyano-4-((tetrahydro-2H-pyran-4-yl)methylamino)benzenesulfonamide

Procedure

The title compound was prepared by substituting EXAMPLE 52A for 4-chloro-3-nitrobenzenesulfonamide and (tetrahydro-2H-pyran-4-yl)methanamine for 4-methylpiperazin-1-amine dihydrochloride in EXAMPLE 6A.

Sources & evidence

ORD record: ord-5344861f751d487c807d4df34e8e0a06
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174982B2

Reaction notes

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