Glycine → 6,11-Dihydro-11-oxodibenz[b,e]oxepin-2-carboamide

HRID 894196Notes

Reaction equation

HRID 894196 reaction equation
Cl[C:2]([C:4]1[CH:19]=[CH:18][C:7]2[O:8][CH2:9][C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[C:12](=[O:13])[C:6]=2[CH:5]=1)=[O:3].[NH2:20]CC(O)=O>C(OCC)(=O)C>[O:13]=[C:12]1[C:11]2[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=2[CH2:9][O:8][C:7]2[CH:18]=[CH:19][C:4]([C:2]([NH2:20])=[O:3])=[CH:5][C:6]1=2

Participants

4

Reactant 2

HCID 750GlycineHCID 134560052-Chlorocarbonyl-6,11-dihydro-11-oxodibenz[b,e]oxepin

Product 1

HCID 124468236,11-Dihydro-11-oxodibenz[b,e]oxepin-2-carboamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Reflux 1.0 gm of 2-chlorocarbonyl-6,11-dihydro-11-oxodibenz[b,e]oxepin in 20 cc of ethyl acetate containing 2.0 gm of glycine for 5 hours. Evaporate the mixture to dryness. Add 30 cc of water to the solid residue and stir at room temperature for one hour. Separate the solid by filtration and recrystallize from ethanol to obtain the title product.

Workup

  1. customEvaporate the mixture to dryness
  2. additionAdd 30 cc of water to the solid residue
  3. customSeparate the solid
  4. filtrationby filtration
  5. customrecrystallize from ethanol

Sources & evidence

ORD record
ord-d38d92c749664713907e853bf6c5d659
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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