2'-Aminoacetophenone → N-(2-Acetylphenyl)thiophene-2-carboxamide

HRID 1090146Notes

Reaction equation

HRID 1090146 reaction equation
[C:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6])(=[O:3])[CH3:2].[C:11]1([C:16](Cl)=[O:17])[S:15][CH:14]=[CH:13][CH:12]=1.C1(C2NC3C(C(=O)C=2)=CC(OC)=C(OC)C=3)CC1>>[C:11]1([C:16]([NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:1](=[O:3])[CH3:2])=[O:17])[S:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 110862'-AminoacetophenoneHCID 789282-Thiophenecarbonyl chlorideHCID 15675273HCID 15675273, compound

Product 1

HCID 218728N-(2-Acetylphenyl)thiophene-2-carboxamideYield 85.4%

Procedure

2-Acetylaniline (2.0 g) and 2-thenoyl chloride (3.2 g) were condensed in the same manner as in the preparation of compound 95 to obtain N-(2-thenoyl)-2-acetylaniline (3.1 g). The compound (2.0 g) and potassium t-butoxide (9.1 g) were reacted in the same manner as in the preparation of compound 95 to obtain 2-(2-thienyl)-4(1H)-quinolone (compound 100, 310 mg).

Workup

  1. customcondensed in the same manner

Sources & evidence

ORD record
ord-b3f0dcdd381747dcba4763989c2ebc63
Source dataset
uspto-grants-1992_01
Patent number
US05081121

Reaction notes

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