4-(Hydroximinomethyl)cinnoline → 4-Cinnolinecarbonitrile

HRID 255854Notes

Reaction equation

HRID 255854 reaction equation
[N:1](=[CH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[N:6][CH:5]=1)O>C(OC(=O)C)(=O)C>[N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([C:3]#[N:1])=[CH:5][N:6]=1

Participants

3

Reactant 1

HCID 1363937104-(Hydroximinomethyl)cinnoline

Product 1

HCID 5932574-Cinnolinecarbonitrile

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A stirred solution of 0.173 g of 27B in 5 ml of acetic anhydride was refluxed overnight under nitrogen. The mixture was stripped under reduced pressure, and the residue was recrystallized from hexane to give cinnoline-4-carbonitrile (27C), as a yellow crystalline solid, m.p.: 140° C.

Workup

  1. customthe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-980cdb1f545344bbadc9e514bab5e0be
Source dataset
uspto-grants-1987_10
Patent number
US04699651

Reaction notes

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