3-Chloro-4-methoxyaniline → 1-[(3-Chloro-4-methoxyphenyl)aminosulfonyl]-2,3,4-trifluorobenzene

HRID 1936203Notes

Reaction equation

HRID 1936203 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[S:10](Cl)(=[O:12])=[O:11].[Cl:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[NH2:18]>>[Cl:14][C:15]1[CH:16]=[C:17]([NH:18][S:10]([C:3]2[CH:4]=[CH:5][C:6]([F:9])=[C:7]([F:8])[C:2]=2[F:1])(=[O:12])=[O:11])[CH:19]=[CH:20][C:21]=1[O:22][CH3:23]

Participants

3

Reactant 2

HCID 214413-Chloro-4-methoxyanilineHCID 27769772,3,4-Trifluorobenzenesulfonyl chloride

Product 1

HCID 85234171-[(3-Chloro-4-methoxyphenyl)aminosulfonyl]-2,3,4-trifluorobenzene

Procedure

The title compound was prepared in a manner similar to that described in Example 1 by replacing 4-fluoro-3-nitrophenylsulfonyl chloride with 2,3,4-trifluorophenylsulfonyl chloride and replacing p-anisidine with 3-chloro-4-methoxyaniline. 1H-NMR (CDCl3): δ 7.56 (1H, m), 7.17 (1H, d, J=2.0 Hz), 7.02 (1H, m), 6.98 (1H, dd, J=9.0 and 2.0 Hz), 6.78 (1H, d J=9.0 Hz), 6.72 (1H, br s), 3.83 (3H, s). MS(EI): 352 (7, M+), 351 (20), 156 (100). Anal. Calcd. for C13H9ClF3NO3S: C, 44.39; H, 2.58; N, 3.98; S, 9.11. Found: C, 44.31; H, 2.58; N, 3.96; S, 9.08.

Sources & evidence

ORD record
ord-94b6cc0e08e940458bf5a21e01002e1b
Source dataset
uspto-grants-2002_05
Patent number
US06388131B2

Reaction notes

Loading…