Sodium Carbonate → HCID 54303879, compound

HRID 1378180Notes

Reaction equation

HRID 1378180 reaction equation
[Br:1][C:2]1[C:7]2[C:8](=[O:19])[N:9]([CH3:18])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]#[N:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:27][OH:28]>C(O)C.O>[Br:1][C:2]1[C:7]2[C:8](=[O:19])[N:9]([CH3:18])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16](=[N:27][OH:28])[NH2:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 22914489HCID 22914489, compound

Product 1

HCID 54303879HCID 54303879, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

17.85 g (56.3 mmol) of 7-bromo-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile were stirred with 10.3 g (97.7 mmol) of sodium carbonate and 8 g (115.1 mmol) of hydroxylamine hydrochloride in 300 ml of ethanol and 60 ml of water at 50° for 1 hour and at 75° for 20 minutes. After dilution with 50 ml of water the suspension was suction filtered and the crystals were dried. There were obtained 16.95 g (86%) of 7-bromo-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamidoxime of m.p. 265°-266°.

Workup

  1. filtrationsuction filtered
  2. customthe crystals were dried

Sources & evidence

ORD record
ord-9bcd6b05317c417a80e8a1e3fa39d33d
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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