Sodium Hydroxide → 5-(4-Methyl-1-piperazinyl)-11H-imidazo(1,2-C)(1,3)benzodiazepine

HRID 2164819Notes

Reaction equation

HRID 2164819 reaction equation
[C:1]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[N:18]3[CH:19]=[CH:20][N:21]=[C:17]3[CH2:16][C:15]3[CH:22]=[CH:23][CH:24]=[CH:25][C:14]=3[N:13]=2)[CH2:8][CH2:7]1)(OCC)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[CH3:1][N:6]1[CH2:7][CH2:8][N:9]([C:12]2[N:18]3[CH:19]=[CH:20][N:21]=[C:17]3[CH2:16][C:15]3[CH:22]=[CH:23][CH:24]=[CH:25][C:14]=3[N:13]=2)[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 133449165-(4-ethoxycarbonyl-1-piperazinyl)-11H-imidazo[1,2-c][1,3]benzodiazepineHCID 21226445Aluminium lithium hydride

Product 1

HCID 133449095-(4-Methyl-1-piperazinyl)-11H-imidazo(1,2-C)(1,3)benzodiazepine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 0.2 g of 5-(4-carboethoxy-1-piperazinyl)-11H-imidazo[1,2-c][1,3]benzodiazepine in 2 ml of dry tetrahydrofuran, 100 mg of lithium aluminum hydride are added at once and the mixture is refluxed under nitrogen for 48 hours. The mixture is cooled to room temperature, stirred with 0.2 ml of 30% sodium hydroxide, and filtered. the filtrates are evaporated to dryness and the product is purified to give 5-(4-methyl-1-piperazinyl)-11H-imidazo[1,2-c][1,3]benzodiazepine.

Workup

  1. temperatureis refluxed under nitrogen for 48 hours
  2. filtrationfiltered
  3. customthe filtrates are evaporated to dryness
  4. customthe product is purified

Sources & evidence

ORD record
ord-e2ffaaa69ee24812b816c7b5d4c58a09
Source dataset
uspto-grants-1985_03
Patent number
US04507311

Reaction notes

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