4-Nitrobenzenesulfonyl chloride → 4-Nitrobenzenesulfonamide

HRID 1186653Notes

Reaction equation

S1C=CC=C1S([NH2:9])(=O)=O.[N+:10]([C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1)([O-:12])=[O:11]>>[N+:10]([C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH2:9])(=[O:21])=[O:20])=[CH:15][CH:14]=1)([O-:12])=[O:11]

Participants

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chloride

HCID 728812-Thiophenesulfonamide

Product 1

HCID 227844-Nitrobenzenesulfonamide

Procedure

5.2.2 4-nitrobenzenesulfonamide was prepared according to the procedure for thiophene-2-sulfonamide YG1-030 except using 4-nitrobenzenesulfonyl chloride, which afforded the title compound 1.953 g (96.6%) as a pale yellow solid, m.p.: 178-180° C. 1H-NMR, 400 MHz, d6-DMSO, δ (ppm): 8.40 (d, J=8.6 Hz, 2H), 8.04 (d, J=8.6 Hz, 2H), 7.72 (br, 2H).

Sources & evidence

ORD record: ord-eff7b14dbbce4317875789ea72920cb2
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673910B2

Reaction notes

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