Water → Adosopine

HRID 1090034Notes

Reaction equation

HRID 1090034 reaction equation
[C:1]([NH:4][C:5]1[C:10]2[C:11](=[O:21])[C:12]3[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=3[NH:14][C:15](=[O:16])[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH3:22][O-].[Na+].CI.O>CN(C)C=O.CO>[C:1]([NH:4][C:5]1[C:10]2[C:11](=[O:21])[C:12]3[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=3[N:14]([CH3:22])[C:15](=[O:16])[C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 19914288HCID 19914288, compound

Product 1

HCID 65661Adosopine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

To 2 g 10-acetamido-5,6-dihydro-11H-dibenzo(b,e)azepine-6,11-dione suspended in 20 ml dimethylformamide are added 710 mg sodium methylate in 10 ml methanol. After keeping at ambient temperature for 30 minutes, 2.5 ml methyl iodide are added and the mixture then kept at ambient temperature for 24 hours. It is then poured into water, filtered, dried and crystallized from ethanol: yield 1.6 g, melting point 203°-204° C.

Workup

  1. waitthe mixture then kept at ambient temperature for 24 hours
  2. filtrationfiltered
  3. customdried
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-2bac8d8c4aa540b0a5e0f61f3bd8e4e7
Source dataset
uspto-grants-1992_01
Patent number
US05080905

Reaction notes

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