Acetoacetanilide → Isoquinoline

HRID 462488

Reaction equation

HRID 462488 reaction equation
CC(CC(N[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=O)=O.[C:14](#[N:18])[CH2:15][C:16]#N>>[CH:14]1[C:15]2[C:8](=[CH:9][CH:10]=[CH:11][CH:16]=2)[CH:13]=[CH:12][N:18]=1

Participants

3

Reactant 2

HCID 7592AcetoacetanilideHCID 8010Malononitrile

Product 1

HCID 8405IsoquinolineYield 85%

Procedure

The procedure of Reference Example 5 was repeated except that 0.04 mole of acetoacetic anilide (Reference Example 8) or 0.04 mole of malononitrile (Reference Example 9) was employed instead of acetylacetone to give a corresponding isoquinoline derivative with yield of 85%, 65%, respectively. The structures of the obtained isoquinoline derivatives were identified by means of elementary analysis, IR spectrum and 1H-NMR spectrum.

Sources & evidence

ORD record
ord-72762389c1184c49931862144a7299b7
Source dataset
uspto-grants-1985_05
Patent number
US04515915

Linked notes

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