Diphenyl Ether → HCID 12812981, compound

HRID 1074625Notes

Reaction equation

HRID 1074625 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH:14][NH:15][C:16]([O:18]CC)=O)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]2[C:5]([C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:14][NH:15][C:16]2=[O:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 53914136HCID 53914136, compound

Product 1

HCID 12812981HCID 12812981, compoundYield 60.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Then, 13.7 g of ethyl p-chlorophenyl-(α-ethoxycarbonylaminomethylene)acetate was added to 50 ml of diphenyl ether and the mixture was heated at reflux for 3 hours. After cooling, benzene and petroleum ether were added to the reaction mixture, and the precipitated crystals were filtered and recrystallized from a mixture of dimethylformamide and ethanol to obtain 7 g of 7-chloro-4-ethoxycarbonyl-1(2H)-isoquinolone having a melting point of 243° C. as colorless prisms.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were filtered
  5. customrecrystallized from a mixture of dimethylformamide and ethanol

Sources & evidence

ORD record
ord-753ef720db70407b99da8c4c6c6688a4
Source dataset
uspto-grants-1983_07
Patent number
US04393210

Reaction notes

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