Hydroxyamine hydrochloride → HCID 73629979, compound

HRID 745074Notes

Reaction equation

HRID 745074 reaction equation
O=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([C:13](=[O:31])[C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:30])[C:22]3[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=3)=[CH:16][CH:15]=2)[CH2:5][CH2:4][CH2:3]1.Cl.[NH2:33][OH:34]>N1C=CC=CC=1>[OH:34][N:33]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([C:13](=[O:31])[C:14]2[CH:15]=[CH:16][C:17]([NH:20][C:21](=[O:30])[C:22]3[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([Cl:29])[CH:23]=3)=[CH:18][CH:19]=2)[CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 19608154HCID 19608154, compound

Product 1

HCID 73629979HCID 73629979, compoundYield 48.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a mixture of 5-oxo-1-[4-(3,5-dichlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (4 g) and pyridine (50 ml) is added hydroxylamine hydrochloride (1.84 g) and the mixture is refluxed for 2.5 hours. The reaction solution is concentrated and water is added to the resulting residue. The precipitated crystal is collected by filtration, and recrystallized from dioxane/water to give 5-hydroxyimino-1-[4-(3,5-dichlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (2 g) as white powder, m.p. 272°-273° C.

Workup

  1. temperaturethe mixture is refluxed for 2.5 hours
  2. concentrationThe reaction solution is concentrated
  3. additionwater is added to the resulting residue
  4. filtrationThe precipitated crystal is collected by filtration
  5. customrecrystallized from dioxane/water

Sources & evidence

ORD record
ord-537427c230a94f3997f1bb7964c2a39d
Source dataset
uspto-grants-1996_09
Patent number
US05559230

Reaction notes

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