Chloroacetyl chloride → HCID 12392971, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([CH:18]([CH3:20])[CH3:19])[C:10](=[O:21])[NH:9]2)=[CH:4][CH:3]=1.[Cl:22][CH2:23][C:24](Cl)=[O:25].C(N(CC)CC)C>>[CH:18]([CH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:24](=[O:25])[CH2:23][Cl:22])=[CH:7][CH:6]=2)[NH:9][C:10]1=[O:21])([CH3:19])[CH3:20]Participants
4
Procedure
10.0 g. (0.0357 moles) of 1-(4'-aminophenyl)-1,4-dihydro-4-isopropyl-3(2H)-isoquinolinone are reacted, in 150 ml. of glacial acid, with 5.07 g. (0.045 moles) of chloroacetyl chloride in the presence of 4.55 g. (0.045 moles) of triethylamine. The reaction conditions are the same as given in Example 1. The crude product is recrystallized from butanol to yield 9.95 g. of the title compound; m.p.: 269°-270°C.