Ethyl cyanoacetate → HCID 13851039, compound

HRID 986759Notes

Reaction equation

HRID 986759 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH:11]=[C:10]([C:13]#N)[C:9](=[O:15])[C:8]=2[CH:16]=1)([CH3:3])=[CH2:2].[NH:17]1CCCCC1.[C:23]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])#[N:24]>C(O)C>[NH2:24][C:23]1[N:17]=[C:11]2[O:12][C:7]3[CH:6]=[CH:5][C:4]([C:1]([CH3:3])=[CH2:2])=[CH:16][C:8]=3[C:9](=[O:15])[C:10]2=[CH:13][C:25]=1[C:26]([O:28][CH2:29][CH3:30])=[O:27]

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 13851038HCID 13851038, compound

Product 1

HCID 13851039HCID 13851039, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-isopropenyl-4-oxo-4H-1-benzopyran-3-carbonitrile (800 mg), ethanol (40 ml), piperidine (0.6 ml) and ethyl cyanoacetate (0.7 ml) was subjected to reflux for three hours, which was then left standing at room temperature overnight. Precipitating crystals were collected by filtration, which were recrystallized from ethanol to afford colorless crystals (1.09 g) of ethyl 2-amino-7-isopropenyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylate, m.p. 227°-230° C. (decomp.).

Workup

  1. temperatureto reflux for three hours
  2. waitwhich was then left
  3. customPrecipitating crystals
  4. filtrationwere collected by filtration, which
  5. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-e6462487f8dc4a68a7751baf9905daa2
Source dataset
uspto-grants-1987_12
Patent number
US04716167

Reaction notes

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