p-Aminoacetophenone → HCID 17133459, compound

HRID 1766339Notes

Reaction equation

HRID 1766339 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].[Cl:11][C:12]1[CH:13]=[C:14]([CH:18]=[C:19]([Cl:21])[CH:20]=1)[C:15](Cl)=[O:16].C(N(CC)CC)C>C1COCC1>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:15](=[O:16])[C:14]2[CH:13]=[C:12]([Cl:11])[CH:20]=[C:19]([Cl:21])[CH:18]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 7468p-AminoacetophenoneHCID 8471TriethylamineHCID 761913,5-Dichlorobenzoyl chloride

Product 1

HCID 17133459HCID 17133459, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 4-aminoacetophenone (76 mg, 0.56 mmol) in THF (6 mL) with 3,5-dichlorobenzoyl chloride (145 mg, 0.69 mmol) in presence of triethylamine (90 μL, 0.65 mmol) according to method A gave N-(4-acetyl-phenyl)-3,5-dichloro-benzamide (145 mg, 0.47 mmol, 84% yield) as a white powder after washing by dichloromethane.

Sources & evidence

ORD record
ord-1e4409aa776f4e59b0172f46c9e3b80e
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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