Hydrochloric Acid → HCID 22821779, compound

HRID 867527Notes

Reaction equation

HRID 867527 reaction equation
[O:1]=[C:2]1[C:8]2[C:9]([C:13]([F:16])([F:15])[F:14])=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]2[CH:17]=[N:18][C:19]([C:20]([O:22]CC)=[O:21])=[C:5]2[C@@H:4]2[CH2:25][CH2:26][N:3]12.[OH-].[Na+].C(O)C.Cl>O>[O:1]=[C:2]1[C:8]2[C:9]([C:13]([F:16])([F:14])[F:15])=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]2[CH:17]=[N:18][C:19]([C:20]([OH:22])=[O:21])=[C:5]2[C@@H:4]2[CH2:25][CH2:26][N:3]12

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 53737126HCID 53737126, compound

Product 1

HCID 22821779HCID 22821779, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.44 g (12.2 mmol) of ethyl (S)-12,12a-dihydro-9-oxo-8-(trifluoromethyl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxylate, 0.556 g (13.9 mmol) of sodium hydroxide, 18 ml of ethanol and 9 ml of water is heated to boiling under reflux for 1 hour. The ethanol is then distilled off in vacuo and the residue is diluted with 25 ml of water. The mixture is neutralized by the addition of 13.9 ml (13.9 mmol) of 1N hydrochloric acid, the mixture is cooled to about 0°, the product is filtered off under suction, rinsed with water and dried at 90° in a high vacuum. There is obtained (S)-12,12a-dihydro-9-oxo-8-(trifluoromethyl)-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxylic acid of decomposition point 227°-228°.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. distillationThe ethanol is then distilled off in vacuo
  4. additionthe residue is diluted with 25 ml of water
  5. temperaturethe mixture is cooled to about 0°
  6. filtrationthe product is filtered off under suction
  7. washrinsed with water
  8. customdried at 90° in a high vacuum

Sources & evidence

ORD record
ord-5198e6af7bc9490bad49f2737a3d240d
Source dataset
uspto-grants-1988_10
Patent number
US04775671

Reaction notes

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