Hydrochloric Acid → HCID 13319951, compound

HRID 1154680Notes

Reaction equation

HRID 1154680 reaction equation
[CH3:1][O:2][C:3]1[C:34]([O:35][CH3:36])=[CH:33][C:6]2[CH2:7][C:8](=[O:32])[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH3:31])[CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([NH:24]C(C)=O)=[C:20]([N+:28]([O-:30])=[O:29])[CH:19]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1.[ClH:37]>>[ClH:37].[CH3:1][O:2][C:3]1[C:34]([O:35][CH3:36])=[CH:33][C:6]2[CH2:7][C:8](=[O:32])[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH3:31])[CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([NH2:24])=[C:20]([N+:28]([O-:30])=[O:29])[CH:19]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 20433830HCID 20433830, compound

Product 1

HCID 13319951HCID 13319951, compound

Procedure

1.0 gm (1.75 mmols) of 1-[7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{4-acetamino-3-nitro-phenyl}-ethyl)-amino]-propane was heated in 50 ml of methanolic hydrochloric acid for two hours at 45°-50° C. The reaction solution was then evaporated; the residue was dissolved in methylene chloride; the solution was washed with a saturated aqueous sodium bicarbonate solution and dried over magnesium sulfate, and the solvent was distilled off in vacuo. After purification of the residue on silica gel with methylene chloride and 5% ethanol as the eluant, the hydrochloride was precipitated from acetone by addition of ethereal hydrochloric acid.

Workup

  1. customThe reaction solution was then evaporated
  2. dissolutionthe residue was dissolved in methylene chloride
  3. washthe solution was washed with a saturated aqueous sodium bicarbonate solution
  4. dry with materialdried over magnesium sulfate
  5. distillationthe solvent was distilled off in vacuo
  6. customAfter purification of the residue on silica gel with methylene chloride and 5% ethanol as the eluant
  7. customthe hydrochloride was precipitated from acetone by addition of ethereal hydrochloric acid

Sources & evidence

ORD record
ord-216c2a1bce8f4127b8f8783060f30183
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Reaction notes

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