Chloroacetamide → HCID 23302056, compound

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH2:8][CH:7]([NH2:14])[CH2:6]2.C(=O)(O)[O-].[Na+].Cl[CH2:21][C:22]([NH2:24])=[O:23]>C(O)C>[CH3:13][O:12][C:11]1[CH:10]=[C:9]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[CH2:6][CH:7]([NH:14][CH2:21][C:22]([NH2:24])=[O:23])[CH2:8]2

Participants

Procedure

5,6-Dimethoxy-2-indanylamine (0.024 moles, 4.6 g) and sodium bicarbonate (0.026 moles, 2.2 g) are added to a solution of chloroacetamide (0.024 moles, 2.2 g) in absolute ethanol (100 ml) and refluxed for 10 hours. The mixture is filtered at r.t. and the solution is evaporated to dryness. The resulting oil is chromatographed under medium pressure through silica gel (eluent: methylene chloride/methanol=90/10) Yield: 1.95 g (32.7%)--m.p.=135-138° C.