Hydrochloric Acid → N-Methyl-4-[(trifluoromethanesulfonyl)amino]benzene-1-sulfonamide

HRID 35494Notes

Reaction equation

HRID 35494 reaction equation
[CH3:1][NH2:2].[F:3][C:4]([F:20])([F:19])[S:5]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1)(=[O:7])=[O:6].Cl>O>[CH3:1][NH:2][S:15]([C:12]1[CH:13]=[CH:14][C:9]([NH:8][S:5]([C:4]([F:20])([F:19])[F:3])(=[O:7])=[O:6])=[CH:10][CH:11]=1)(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 135378834-[(Trifluoromethanesulfonyl)amino]benzene-1-sulfonyl chloride

Product 1

HCID 13422926N-Methyl-4-[(trifluoromethanesulfonyl)amino]benzene-1-sulfonamideYield 44.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of a 40% aqueous solution of methylamine (0.7 g), 4-(trifluoromethanesulfonamido)benzenesulfonyl chloride (1.5 g) and water (20 ml) was allowed to stand overnight and made acidic with hydrochloric acid to pecipitate crystals, which were then recrystallized from a mixture of water and ethanol to give 0.65 g of N-methyl-4-(trifluoromethanesulfonamido)benzenesulfonamide (Compound No. 2). M.P., 156°-157° C.

Workup

  1. customwere then recrystallized from a mixture of water and ethanol

Sources & evidence

ORD record
ord-d857f4b40ccf4f28a1571e5e90d552b3
Source dataset
uspto-grants-1988_08
Patent number
US04767446

Reaction notes

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