Pyridine → HCID 73885489, compound

HRID 441230Notes

Reaction equation

HRID 441230 reaction equation
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([C:8](C2C3C=CC=CC=3C(=O)CCN2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[NH2:25][OH:26].[N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(O)C>[OH:26][N:25]=[C:29]1[C:28]2[CH:6]=[CH:5][CH:4]=[CH:23][C:22]=2[N:27]([C:8](=[O:9])[C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:23][CH:22]=2)[CH2:32][CH2:31][CH2:30]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 22405191HCID 22405191, compound

Product 1

HCID 73885489HCID 73885489, compoundYield 205.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro -1H-2-benzazepin-5-one (465 mg), hydroxylamine hydrochloride (209 mg) and pyridine (237 mg) in ethanol (10 ml) was stirred for 1.5 hours at 90° C. The solvent was evaporated and diluted with ethyl acetate and the solution was washed with successively water and brine. The organic phase was dried over magnesium sulfate and the solvent was evaporated in vacuo to give crude 5-hydroxyimino-1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine (500 mg).

Workup

  1. customThe solvent was evaporated
  2. additiondiluted with ethyl acetate
  3. washthe solution was washed with successively water and brine
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-57f3573669b446a9afe704bbf89b3ef5
Source dataset
uspto-grants-1996_05
Patent number
US05521170

Reaction notes

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