Morpholine → HCID 12834707, compound

HRID 354786Notes

Reaction equation

HRID 354786 reaction equation
[Cl:1][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])[N:9]([CH3:18])[C:8]2[CH:19]=[CH:20][CH:21]=[CH:22][C:7]1=2)=[O:5].[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>C(O)(C)C>[ClH:1].[CH3:18][N:9]1[C:10](=[O:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:6]([C:4](=[O:5])[CH2:3][CH2:2][N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[C:7]2[CH:22]=[CH:21][CH:20]=[CH:19][C:8]1=2

Participants

4

Reactant 2

HCID 8083MorpholineHCID 13646314HCID 13646314, compound

Product 1

HCID 12834707HCID 12834707, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6.3 gm (0.02 mol) of 5-(3-chloro-propionyl)-5,10-dihydro-10-methyl-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 3 hours. After distilling off the solvent, the residue was dissolved in methylene chloride, and the solution was washed with water and evaporated in vacuo. The residue was dissolved in ethanol, and the solution was adjusted to pH 4 with hydrochloric acid. The resulting hydrochloride was recrystallized from isopropanol.

Workup

  1. distillationAfter distilling off the solvent
  2. dissolutionthe residue was dissolved in methylene chloride
  3. washthe solution was washed with water
  4. customevaporated in vacuo
  5. dissolutionThe residue was dissolved in ethanol
  6. customThe resulting hydrochloride was recrystallized from isopropanol

Sources & evidence

ORD record
ord-710323554384440cba135dc85da79881
Source dataset
uspto-grants-1983_03
Patent number
US04377576

Reaction notes

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