Hydroxyamine hydrochloride → HCID 54557677, compound

HRID 1378212Notes

Reaction equation

HRID 1378212 reaction equation
[Na].[Cl:2][C:3]1[C:8]2[C:9](=[O:20])[N:10]([CH3:19])[CH2:11][C:12]3[N:13]([CH:14]=[N:15][C:16]=3[C:17]#[N:18])[C:7]=2[CH:6]=[CH:5][C:4]=1[F:21].Cl.[NH2:23][OH:24]>CO>[Cl:2][C:3]1[C:8]2[C:9](=[O:20])[N:10]([CH3:19])[CH2:11][C:12]3[N:13]([CH:14]=[N:15][C:16]=3[C:17](=[N:23][OH:24])[NH2:18])[C:7]=2[CH:6]=[CH:5][C:4]=1[F:21]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 5360545SodiumHCID 218422677-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile

Product 1

HCID 54557677HCID 54557677, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.0 g (0.0432 mol) of sodium was dissolved in 60 ml of methanol. 8.85 g (0.0304 mol) of 7-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile and 3.25 g (0.0469 mol) of hydroxylamine hydrochloride were added thereto in succession at room temperature. The white suspension was stirred at room temperature for 67 hrs. and evaporated, whereupon the residue was suspended in 100 ml of water and the crystals were filtered off. By drying the crystallizate there were obtained 8.2 g (83%) of 7-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamidoxime as white crystals; m.p. 228°-231°.

Workup

  1. customat room temperature
  2. customand evaporated, whereupon the residue
  3. filtrationthe crystals were filtered off
  4. customBy drying the crystallizate there

Sources & evidence

ORD record
ord-57d3ed3b160949dc86a5c35086023f03
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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