3-Amino-4-methoxybenzanilide → 4-Methoxy-N-phenyl-3-[3-(4-sulfamoyl-phenyl)-thioureido]-benzamide

HRID 1387553

Reaction equation

HRID 1387553 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:6].[N:19]([C:22]1[CH:27]=[CH:26][C:25]([S:28]([NH2:31])(=[O:30])=[O:29])=[CH:24][CH:23]=1)=[C:20]=[S:21]>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][C:4]([C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:6])=[CH:3][C:2]=1[NH:1][C:20]([NH:19][C:22]1[CH:23]=[CH:24][C:25]([S:28](=[O:30])(=[O:29])[NH2:31])=[CH:26][CH:27]=1)=[S:21]

Participants

3

Reactant 2

HCID 84263-Amino-4-methoxybenzanilideHCID 5213594-Isothiocyanatobenzenesulfonamide

Product 1

HCID 98468724-Methoxy-N-phenyl-3-[3-(4-sulfamoyl-phenyl)-thioureido]-benzamideYield 47%

Procedure

Prepared according to the procedure described for Example 60 using 3-amino-4-methoxy-N-phenyl-benzamide (0.974 g, 4.01 mmol) and 4-isothiocyanatobenzenesulfonamide (0.858 g, 4.00 mmol) to afford the product (0.858 g); m.p. 193-195° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2aafc98816134d329066ec593f098774
Source dataset
uspto-grants-2001_07
Patent number
US06268387B1

Linked notes

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