4-Aminophenyl trifluoromethyl sulphone → 6-(3-chloropyridin-2-yl)-N-{4-[(trifluoromethyl)sulfonyl]phenyl}-1,2-benzisothiazol-3-amine 1,1-dioxide

HRID 1434715Notes

Reaction equation

HRID 1434715 reaction equation
[Cl:1][C:2]1[C:3]([C:8]2[CH:19]=[CH:18][C:11]3[C:12](O)=[N:13][S:14](=[O:16])(=[O:15])[C:10]=3[CH:9]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[F:20][C:21]([S:24]([C:27]1[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=1)(=[O:26])=[O:25])([F:23])[F:22]>>[Cl:1][C:2]1[C:3]([C:8]2[CH:19]=[CH:18][C:11]3[C:12]([NH:33][C:30]4[CH:31]=[CH:32][C:27]([S:24]([C:21]([F:23])([F:20])[F:22])(=[O:26])=[O:25])=[CH:28][CH:29]=4)=[N:13][S:14](=[O:16])(=[O:15])[C:10]=3[CH:9]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1363154-Aminophenyl trifluoromethyl sulphoneHCID 178527199HCID 178527199, compound

Product 1

HCID 115042896-(3-chloropyridin-2-yl)-N-{4-[(trifluoromethyl)sulfonyl]phenyl}-1,2-benzisothiazol-3-amine 1,1-dioxide

Procedure

The title compound was prepared by reacting the product of Example 1B (0.1521 g, 0.52 mmol) with 4-aminophenyl trifluoromethyl sulphone (0.1417 g, 0.63 mmol) using the procedure as described in Example 1C. MS (ESI+) m/z 454 (M-47)+; (ESI−) m/z 500 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ 7.58 (dd, J=8.3, 4.6 Hz, 1H), 8.18 (m, 1H), 8.28 (m, 3H), 8.39 (m, 3H), 8.65 (d, J=8.1 Hz, 1H), 8.72 (dd, J=4.6, 1.5 Hz, 1H), 11.42 (s, 1H).

Sources & evidence

ORD record
ord-1a22bcb8c3334fa59d2f3c8194f58dd4
Source dataset
uspto-grants-2009_11
Patent number
US07615570B2

Reaction notes

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