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Sodium Hydroxide → 7H-indolizino[5,6,7-ij]isoquinolin-7-one

HRID 267983
Notes
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Reaction equation

HRID 267983 reaction equation
ON=[C:3]1[C:17]2[C:18]3[C:13]([CH:14]=[CH:15][N:16]=2)=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]2[C:4]1=[CH:5][CH:6]=[CH:7]2.[OH-:19].[Na+]>C(O)C.O>[CH:10]1[C:9]2[N:8]3[C:4]([C:3](=[O:19])[C:17]4[C:18]=2[C:13]([CH:14]=[CH:15][N:16]=4)=[CH:12][CH:11]=1)=[CH:5][CH:6]=[CH:7]3
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 1363535147-hydroxyimino-7H-indolizino[5,6,7-ij]isoquinoline

Product 1

HCID 215528757H-indolizino[5,6,7-ij]isoquinolin-7-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The 7-Imino-7H-indolizino[5,6,7-ij]isoquinoline (110 g.) and N sodium hydroxide solution ( ##SPC14## cc.) in ethanol (4.4 liters) and water (4.4 liters) are heated under reflux for 4 hours. After cooling, 7H-indolizino[5,6,7-ij]isoquinolin-7-one (108.1 g.) is obtained in the form of yellow needles melting at 264° C.

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-af67098dedfa47c39e05fd40943f9d1d
Source dataset
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03946019

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes