4-(Difluoromethoxy)aniline → 4-{[4-(Difluoromethoxy)phenyl]amino}-2-methyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

HRID 729329Notes

Reaction equation

HRID 729329 reaction equation
Cl[C:2]1[C:3](=[O:16])[N:4]([CH3:15])[S:5](=[O:14])(=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[F:17][CH:18]([F:27])[O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1>>[F:17][CH:18]([F:27])[O:19][C:20]1[CH:21]=[CH:22][C:23]([NH:24][C:2]2[C:3](=[O:16])[N:4]([CH3:15])[S:5](=[O:14])(=[O:13])[C:6]=2[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 7373634-(Difluoromethoxy)anilineHCID 686620174-Chloro-2-methyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Product 1

HCID 116680234-{[4-(Difluoromethoxy)phenyl]amino}-2-methyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Procedure

The title compound was prepared from 4-chloro-2-methyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide and 4-(difluoromethoxy)aniline in a similar manner as described for Examples 9 and 13. 1H NMR (400 MHz, CDCl3): δ 3.28 (s, 3H), 6.15-6.52 (m, 1H), 6.66-6.77 (m, 4H), 7.11-7.27 (m, 5H); Mass Spectrum: M−H+ 379.

Sources & evidence

ORD record
ord-c1b27f95580944c09f620436891766df
Source dataset
uspto-grants-2009_09
Patent number
US07582629B2

Reaction notes

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