Hydroxyamine hydrochloride → HCID 53825404, compound

HRID 1378017Notes

Reaction equation

HRID 1378017 reaction equation
[Na].Cl.[NH2:3][OH:4].[F:5][C:6]([F:27])([F:26])[C:7]1[C:12]2[C:13](=[O:25])[N:14]3[CH2:24][CH2:23][C@H:15]3[C:16]3[N:17]([CH:18]=[N:19][C:20]=3[C:21]#[N:22])[C:11]=2[CH:10]=[CH:9][CH:8]=1>CO>[F:27][C:6]([F:5])([F:26])[C:7]1[C:12]2[C:13](=[O:25])[N:14]3[CH2:24][CH2:23][C@H:15]3[C:16]3[N:17]([CH:18]=[N:19][C:20]=3[C:21](=[N:3][OH:4])[NH2:22])[C:11]=2[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 5360545SodiumHCID 54435252HCID 54435252, compound

Product 1

HCID 53825404HCID 53825404, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

730 mg (31.8 mmol) of sodium were dissolved in 40 ml of methanol. 2.37 g (34.1 mmol) of hydroxylamine hydrochloride and 7.1 g (22.3 mmol) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile were added in succession at room temperature and the mixture was stirred at room temperature overnight. By evaporating the solvent there were obtained 7.8 g (100%) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamidoxime, which was used in the next step without further purification.

Workup

  1. customBy evaporating the solvent there

Sources & evidence

ORD record
ord-b7583d4937474239bb7b14382e5dfd85
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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