3-Amino-4-methoxybenzanilide → 3-(2,4-Difluoro-benzenesulfonylamino)-4-methoxy-N-phenyl-benzamide

HRID 1387584Notes

Reaction equation

HRID 1387584 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9](Cl)(=[O:11])=[O:10].[NH2:13][C:14]1[CH:15]=[C:16]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[C:17]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:18]>N1C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH:13][C:14]1[CH:15]=[C:16]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[C:17]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:18])(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 84263-Amino-4-methoxybenzanilideHCID 27342732,4-Difluorobenzenesulfonyl Chloride

Product 1

HCID 186262623-(2,4-Difluoro-benzenesulfonylamino)-4-methoxy-N-phenyl-benzamideYield 84.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared according to the procedure described for Example 121 using 2,4-difluorobenzenesulfonyl chloride (2.19 g, 10 mmol), 3-amino-4-methoxy-N-phenyl-benzamide (2.43 g, 10 mmol), and pyridine (25 mL) to afford the product (3.532 g); m.p. 198-200° C. after trituration in hexanes/ethyl acetate (1:1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-31c3ad0cde804b3dac517741818a19a8
Source dataset
uspto-grants-2001_07
Patent number
US06268387B1

Reaction notes

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