Hydrochloric Acid → 1,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one

HRID 2286388Notes

Reaction equation

HRID 2286388 reaction equation
CO[CH:3](OC)[CH2:4][NH:5][C:6](=[O:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1.Cl>C(O)(=O)C>[CH3:15][O:14][C:11]1[C:10]([O:16][CH3:17])=[CH:9][C:8]2[CH2:7][C:6](=[O:18])[NH:5][CH:4]=[CH:3][C:13]=2[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13092500n-(2,2-Dimethoxyethyl)-2-(3,4-dimethoxyphenyl)acetamide

Product 1

HCID 14823731,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The acetamide (40 g.) was mixed with 200 ml. of concentrated hydrochloric acid and 200 ml. of glacial acetic acid and allowed to stand at room temperature overnight. The reaction mixture was poured into ice/water and the resulting solid was washed with water/methanol to give 2,3-dihydro-7,8-dimethoxy-2-oxo-1H-3-benzazepine, m.p. 239°-241° C.

Workup

  1. washthe resulting solid was washed with water/methanol

Sources & evidence

ORD record
ord-4c194bab7eb645bcbaedd7f91cce9d1f
Source dataset
uspto-grants-1981_05
Patent number
US04265890

Reaction notes

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