Triethylamine → 1-(3,5-Dimethylbenzoyl)-hexahydro-7-phenyl-1,4-diazepin-5-one

HRID 1637168Notes

Reaction equation

HRID 1637168 reaction equation
[C:1]1([CH:7]2[NH:13][CH2:12][CH2:11][NH:10][C:9](=[O:14])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH3:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([CH3:32])[CH:31]=1)[C:26](Cl)=[O:27]>ClCCl>[CH3:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([CH3:32])[CH:31]=1)[C:26]([N:13]1[CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][C:9](=[O:14])[NH:10][CH2:11][CH2:12]1)=[O:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 810883,5-Dimethylbenzoyl ChlorideHCID 130482357-Phenyl-1,4-diazepan-5-one

Product 1

HCID 193479311-(3,5-Dimethylbenzoyl)-hexahydro-7-phenyl-1,4-diazepin-5-oneYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.0 g hexahydro-7-phenyl-1,4-diazepin-5-one (for preparation see Example 1C)) in 40 ml dichloromethane were reacted with 4.0 g triethylamine and 2.9 g 3,5-dimethylbenzoyl chloride according to the method given above in Example 1F). 5.01 g amorphous 1-(3,5-dimethylbenzoyl)-hexahydro-7-phenyl-1,4-diazepin-5-one were obtained, which was reacted without further purification.

Sources & evidence

ORD record
ord-a34db4285099472a9021b91d519a1d21
Source dataset
uspto-grants-2000_03
Patent number
US06040303

Reaction notes

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