Hydroxyamine hydrochloride → HCID 73629979, compound

HRID 1603115Notes

Reaction equation

HRID 1603115 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-3135843197194a279c08238a4439fa25
Source dataset
uspto-grants-1999_11
Patent number
US05985869

Reaction notes

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