3-Aminobenzanilide → 5-Benzoyl-1-ethyl-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid (3-phenylcarbamoyl-phenyl)-amide

HRID 610067

Reaction equation

HRID 610067 reaction equation
C([O:3][C:4]([CH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:13]=2)[N:8]([CH2:23][CH3:24])[C:7]1=[O:25])=O)C.[NH2:26][C:27]1[CH:28]=[C:29]([CH:39]=[CH:40][CH:41]=1)[C:30]([NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:31]>>[C:33]1([NH:32][C:30]([C:29]2[CH:28]=[C:27]([NH:26][C:4]([CH:6]3[C:14]4[C:9](=[CH:10][CH:11]=[C:12]([C:15](=[O:22])[C:16]5[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=5)[CH:13]=4)[N:8]([CH2:23][CH3:24])[C:7]3=[O:25])=[O:3])[CH:41]=[CH:40][CH:39]=2)=[O:31])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 843473-AminobenzanilideHCID 20189466Ethyl 1-ethyl-5-benzoyloxindole-3-carboxylate

Product 1

HCID 545728255-Benzoyl-1-ethyl-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid (3-phenylcarbamoyl-phenyl)-amide

Procedure

Prepared as in Example 1, Step A, from 5-benzoyl-1-ethyl-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid ethyl ester (U.S. Pat. No. 4,686,224) and 3-amino-N-phenyl-benzamide. Purified by trituration in ethyl acetate/hexanes. mp 129-135° C.

Workup

  1. customPrepared as in Example 1, Step A
  2. customPurified by trituration in ethyl acetate/hexanes

Sources & evidence

ORD record
ord-06bff11b701640128bcbb32f0cef2f6f
Source dataset
uspto-grants-1999_12
Patent number
US05998463

Linked notes

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