Phenol → Benzanilide

HRID 1728784Notes

Reaction equation

HRID 1728784 reaction equation
[13CH4].[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH3:25][NH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[C:33]1([SH:39])[CH:38]=[CH:37][CH:36]=CC=1>>[C:2]([O:17][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:2]([NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:25][N:26]([C:2](=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[C:2]([O:9][C:36]1[S:39][CH:33]=[CH:38][CH:37]=1)(=[O:17])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

10

Reactant 6

HCID 996PhenolHCID 6115AnilineHCID 7412Benzoyl chlorideHCID 7515N-MethylanilineHCID 7969ThiophenolHCID 105026Carbon-13C

Product 4

HCID 7168BenzanilideHCID 7169Phenyl benzoateHCID 74736N-MethylbenzanilideHCID 569593HCID 569593, compound

Procedure

Several model compounds were prepared for carbon-13 NMR studies for comparison with Polymer 5 in Example V. Phenyl benzoate, benzanilide, N-methylbenzanilide, and thiophenyl benzoate were prepared from benzoyl chloride and phenol, aniline, N-methylaniline, and thiophenol, respectively.

Sources & evidence

ORD record
ord-e2e5defffa3f4ab7be9d609ca21810ae
Source dataset
uspto-grants-1994_07
Patent number
US05328968

Reaction notes

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