Water → 5H-Imidazo(2,1-c)(1,4)benzodiazepine, 10,11-dihydro-

HRID 440737Notes

Reaction equation

HRID 440737 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].O=[C:8]1[C:14]2=[N:15][CH:16]=[CH:17][N:13]2[CH2:12][C:11]2[CH:18]=[CH:19][CH:20]=[CH:21][C:10]=2[NH:9]1.O.[OH-].[Na+]>O1CCCC1>[N:15]1[CH:16]=[CH:17][N:13]2[CH2:12][C:11]3[CH:18]=[CH:19][CH:20]=[CH:21][C:10]=3[NH:9][CH2:8][C:14]=12

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 4682555,10-Dihydroimidazo[2,1-c][1,4]benzodiazepin-4-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 30603995H-Imidazo(2,1-c)(1,4)benzodiazepine, 10,11-dihydro-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of 4 mmol of lithium aluminum hydride in 20 ml of anhydrous tetrahydrofuran is added a 1 mmol solution of 10,11-dihydro-11-oxo-5H-imidazo[2,1-c][1,4]benzodiazepine and the mixture is refluxed for 24 hours and cooled at 0° C. To the mixture is added dropwise 0.12 ml of water and 6 ml of 1N sodium hydroxide. The mixture is extracted with ethyl acetate and the solvent removed to give the desired product as a solid. Recrystallization from methylene chloride-hexane gives crystals, m.p. 164°-170° C.

Workup

  1. temperaturethe mixture is refluxed for 24 hours
  2. extractionThe mixture is extracted with ethyl acetate
  3. customthe solvent removed

Sources & evidence

ORD record
ord-57cb8cd3b1c94a209cda5962e86f8284
Source dataset
uspto-grants-1996_05
Patent number
US05521173

Reaction notes

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