p-Aminoacetophenone → HCID 788878, compound

HRID 1766338Notes

Reaction equation

HRID 1766338 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].[C:11]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=[CH:15][C:14]([C:17](Cl)=[O:18])=[CH:13][CH:12]=1.C(N(CC)CC)C>C1COCC1>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:17]([C:14]2[CH:15]=[CH:16][C:11]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:12][CH:13]=2)=[O:18])=[CH:6][CH:5]=1)(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 7468p-AminoacetophenoneHCID 8471TriethylamineHCID 841514-Phenylbenzoyl chloride

Product 1

HCID 788878HCID 788878, compoundYield 50.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 4-aminoacetophenone (75 mg, 0.55 mmol) in THF (6 mL) with 4-biphenylcarbonyl chloride (147 mg, 0.68 mmol) in presence of triethylamine (90 μL, 0.65 mmol) according to method A gave biphenyl-4-carboxylic acid (4-acetyl-phenyl)-amide (90 mg, 0.28 mmol, 50% yield) as a white powder after washing by water and ethyl acetate.

Sources & evidence

ORD record
ord-26a1fdba0a664bef8e46780025999615
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

Loading…