Ethyl Acetate → HCID 22071780, compound

HRID 441240Notes

Reaction equation

HRID 441240 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]([C:19](=[O:29])[C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH2:11][CH2:10][C:9]1=[O:30].C([O:34][CH2:35][CH3:36])(=O)C>CN(C)C=O>[N+:26]([C:23]1[CH:24]=[CH:25][C:20]([C:19]([N:12]2[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:8]([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:12]3[C:19](=[O:29])[C:20]4=[CH:21][CH:22]=[CH:23][CH:24]=[C:36]4[C:35]3=[O:34])[C:9](=[O:30])[CH2:10][CH2:11]2)=[O:29])=[CH:21][CH:22]=1)([O-:28])=[O:27]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 22405201HCID 22405201, compound

Product 1

HCID 22071780HCID 22071780, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-(6-chlorohexyl)-5-(4-nitrobenzoyl) -1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one (675 mg) and potassium phthalimido (291 mg) in N,N-dimethylformamide (15 ml) was stirred at ambient temperature for 8 hours. The mixture was diluted with ethyl acetate and washed successively with 1N hydrochloric acid, aqueous sodium hydrogen carbonate and brine, and dried over magnesium sulfate. The solvent was evaporated in vacuo to give 5-(4-nitrobenzoyl)-1-(6-phthalimidohexyl) -1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one (758 mg).

Workup

  1. washwashed successively with 1N hydrochloric acid, aqueous sodium hydrogen carbonate and brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-56344810e6ac4f7cba6a8ea7cf0b4b72
Source dataset
uspto-grants-1996_05
Patent number
US05521170

Reaction notes

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