Sodium Carbonate → HCID 54277862, compound

HRID 1378137Notes

Reaction equation

HRID 1378137 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]2[CH:13]=[N:14][C:15]([C:16]#[N:17])=[C:5]2[C@@H:4]2[CH2:18][CH2:19][N:3]12.C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:27][OH:28]>O>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]2[CH:13]=[N:14][C:15]([C:16](=[N:27][OH:28])[NH2:17])=[C:5]2[C@@H:4]2[CH2:18][CH2:19][N:3]12

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 54516569HCID 54516569, compound

Product 1

HCID 54277862HCID 54277862, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

64.7 g (258 mmol) of (S)-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile were heated to reflux for 2.5 hours with 52.8 g (497 mmol) of sodium carbonate and 42.36 g (608 mmol) of hydroxylamine hydrochloride in 1.5 l of alcohol and 300 ml of water. The alcohol was evaporated and the suspension obtained was cooled to 0°. The crystals were filtered off under suction, washed with water and dried. There were obtained 68.5 g (93%) of (S)-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamidoxime of decomposition point 216°.

Workup

  1. customThe alcohol was evaporated
  2. customthe suspension obtained
  3. temperaturewas cooled to 0°
  4. filtrationThe crystals were filtered off under suction
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-7a03e3ce1b8a4f5db6298960326bc7cb
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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