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

HRID 1598184Notes

Reaction equation

HRID 1598184 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

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 O° 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. temperaturecooled at O° C
  3. extractionThe mixture is extracted with ethyl acetate
  4. customthe solvent removed

Sources & evidence

ORD record
ord-fd2306b8470e48bba25db364eb23afa4
Source dataset
uspto-grants-1998_04
Patent number
US05736540

Reaction notes

Loading…