Ethyl 3-oxocyclohexanecarboxylate → HCID 178517489, compound

Reaction equation

O=[C:2]1[CH2:7][CH:6]([C:8]([O:10]CC)=O)[CH2:5][CH2:4][CH2:3]1.Cl.[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([NH2:21])=[NH:20])=[CH:17][CH:16]=1.CC([O-])(C)C.[K+]>CO>[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]2[N:21]=[C:8]([OH:10])[C:6]3[CH2:7][CH2:2][CH2:3][CH2:4][C:5]=3[N:20]=2)=[CH:17][CH:16]=1

Participants

Procedure

7.5 g of ethyl 2-oxocyclohexane-4-carboxylate and 9.6 g of 4-chlorobenzamidine hydrochloride were introduced into 50 ml of methanol. 5.6 g of potassium tert-butylate were added with stirring. The reaction mixture was stirred under reflux for 4 hours and then poured onto ice water. The crystalline product was filtered off with suction, washed with water and recrystallized from dimethylformamide. Yield: 8.8 g; m.p.: >300° C.