Ethyl cyanoformate → Pirolate

HRID 1112241Notes

Reaction equation

HRID 1112241 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[C:8]([NH2:15])[C:7]([C:16]([NH2:18])=[O:17])=[CH:6]2.[C:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])#N>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[C:8]1[N:15]=[C:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[NH:18][C:16](=[O:17])[C:7]1=[CH:6]2

Participants

4

Reactant 2

HCID 69336Ethyl cyanoformateHCID 7815842-Amino-6,7-dimethoxyquinoline-3-carboxamide

Product 1

HCID 135445830Pirolate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Still further, a mixture of 6,7-dimethoxy-2-aminoquinoline-3-carboxamide (0.5 g., 2 millimoles), ethyl cyanoformate (0.43 g., 44 millimiles) and benzene (30 ml.) is refluxed for three days. The mixture is then cooled, filtered and the solid extracted with chloroform. Concentration of the chloroform extract affords the product which is recrystallized from chloroform.

Workup

  1. temperatureis refluxed for three days
  2. temperatureThe mixture is then cooled
  3. filtrationfiltered
  4. extractionthe solid extracted with chloroform
  5. extractionConcentration of the chloroform extract
  6. customaffords the product which
  7. customis recrystallized from chloroform

Sources & evidence

ORD record
ord-dd5e7d5fefa5458a8f5c20ee8a84d550
Source dataset
uspto-grants-1978_10
Patent number
US04120962

Reaction notes

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