Acetic Acid → 5-(4-chlorophenyl)-3,3,6,7-tetramethyl-1H-thieno[2,3-e][1,4]diazepin-2(3H)-one
Reaktionsgleichung
[NH2:1][C:2]([CH3:23])([CH3:22])[C:3]([NH:5][C:6]1[S:7][C:8]([CH3:21])=[C:9]([CH3:20])[C:10]=1[C:11](=O)[C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)=[O:4].C(O)(=O)C>C(O)C>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:11]2[C:10]3[C:9]([CH3:20])=[C:8]([CH3:21])[S:7][C:6]=3[NH:5][C:3](=[O:4])[C:2]([CH3:23])([CH3:22])[N:1]=2)=[CH:13][CH:14]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A round bottomed flask was charged with 2-amino-N-(3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)-2-methylpropanamide (1 g, 2.85 mmol) and a stir bar. Ethanol (25 mL, 0.1 M) was added, followed by acetic acid (4.08 ml, 71.3 mmol, 25 equiv), and the solution was stirred at reflux 4 h before being concentrated and purified by column chromatography (eluting with hexanes/ethyl acetate) to yield 5-(4-chlorophenyl)-3,3,6,7-tetramethyl-1H-thieno[2,3-e][1,4]diazepin-2(3H)-one as a yellow amorphous solid (m/z=333) that was used in the subsequent reaction.