N-Methylaniline → 2-Bromo-6,11-dihydro-N-phenyl-N-methyldibenz[b,e]oxepin-11-carboxamide

HRID 2260596Notes

Reaction equation

HRID 2260596 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][C:5]2[O:6][CH2:7][C:8]3[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=3[CH:10]([C:11]([OH:13])=O)[C:4]=2[CH:3]=1.[CH3:20][NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[Br:1][C:2]1[CH:19]=[CH:18][C:5]2[O:6][CH2:7][C:8]3[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=3[CH:10]([C:11]([N:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH3:20])=[O:13])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 7515N-MethylanilineHCID 104036412-Bromo-6,11-dihydrodibenz[b,e]oxepin-11-carboxylic acid2×

Product 1

HCID 189985002-Bromo-6,11-dihydro-N-phenyl-N-methyldibenz[b,e]oxepin-11-carboxamideYield 49.2%

Procedure

The similar procedures as in Example 1 were repeated except using 1.0 g of 2-bromo-6,11-dihydrodibenz[b,e]oxepin-11-carboxylic acid obtained in Example 46 (Compound H) in place of Compound A and 0.41 g of N-methylaniline in place of aniline to obtain 0.63 g of Compound 43.

Sources & evidence

ORD record
ord-7fbb97a6458a4aacbd1e2eef0e8a98f1
Source dataset
uspto-grants-1995_12
Patent number
US05478835

Reaction notes

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