Hydrochloric Acid → HCID 13319951, compound

HRID 1154685Notes

Reaction equation

HRID 1154685 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 2 hours at 45° to 50° C. The reaction solution was then concentrated by evaporation; the residue was dissolved in methylene chloride; the solution was washed with saturated aqueous sodium bicarbonate and dried over magnesium sulfate, and the solvent was distilled off in vacuo. After the residue had been purified on silica gel with methylene chloride and 5% ethanol as the eluant, the hydrochloride was precipitated from acetone by the addition of ethereal hydrochloric acid.

Workup

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

Sources & evidence

ORD record
ord-9faab4906a4c49ad81bdbc26f1207baa
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Reaction notes

Loading…