Hydrochloric Acid → HCID 12412215, compound

Reaction equation

[Cl:1][C:2]1([Cl:20])[CH:9]2[CH:3]1[C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[N:6](C=O)[C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=12.[OH-].[Na+].Cl>C(O)C>[Cl:20][C:2]1([Cl:1])[CH:3]2[CH:9]1[C:8]1[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=1[NH:6][C:5]1[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=12

Participants

Procedure

At 50° C, a solution comprising 18.25 g. (0.06 mole) of 1,1-dichloro-1a,10b-dihydrodibenzo(b,f)cycloprop(d)azepine-6(1H)-carboxaldehyde, 16.8 g. (0.42 mole) of sodium hydroxide and 319 g. of ethanol is stirred for 4.5 hours and, then, the reaction mixture is neutralized with conc. HCl. Ethanol is distilled off, water is added and extracted with ethyl acetate. The ethyl acetate extract is washed with water and dried with anhydrous sodium sulfate, followed by the distillation of the solventto dry up under reduced pressure. The residue is then recrystallized from benzene to give 12.0 g. (yield 7.30 %) of 1,1-dichloro-1,1a,6,10b-tetrahydrodibenzo(b,f)cycloprop(d)azepine. Meltingpoint: 162°-163° C