Morpholine → 5,10-Dihydro-5-[3-morpholino-propionyl]-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 354785Notes

Reaction equation

HRID 354785 reaction equation
Cl[CH2:2][CH2:3][C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10](=[O:17])[NH:9][C:8]2[CH:18]=[CH:19][CH:20]=[CH:21][C:7]1=2)=[O:5].[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>C(O)(C)C>[O:25]1[CH2:26][CH2:27][N:22]([CH2:2][CH2:3][C:4]([N:6]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[NH:9][C:8]3[CH:18]=[CH:19][CH:20]=[CH:21][C:7]2=3)=[O:5])[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 128346825-(3-chloro-propionyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

Product 1

HCID 128347085,10-Dihydro-5-[3-morpholino-propionyl]-11H-dibenzo[b,e][1,4]diazepin-11-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6.0 gm (0.02 mol) of 5-(3-chloro-propionyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and 10 gm (0.11 mol) of morpholine were refluxed in 200 ml of isopropanol for 2 hours. The solvent was distilled off, the residue was dissolved in methylene chloride, and the solution was washed with water. After distilling off the solvent, the residue was recrystallized from isopropanol.

Workup

  1. distillationThe solvent was distilled off
  2. dissolutionthe residue was dissolved in methylene chloride
  3. washthe solution was washed with water
  4. distillationAfter distilling off the solvent
  5. customthe residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-567c63c4e9f6495c94be736fc85b4f6d
Source dataset
uspto-grants-1983_03
Patent number
US04377576

Reaction notes

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