Methacrolein → HCID 612677, compound

HRID 1863099Notes

Reaction equation

HRID 1863099 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].O=[CH:14][C:15](=[CH2:17])[CH3:16]>>[CH3:9][O:8][C:5]1[CH:6]=[C:7]2[C:2](=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1)[N:1]=[CH:16][C:15]([CH3:17])=[CH:14]2

Participants

3

Reactant 2

HCID 6562MethacroleinHCID 667934-Methoxy-2-nitroaniline

Product 1

HCID 612677HCID 612677, compoundYield 50%

Procedure

4-Amino-3-nitroanisole was subjected to a Skraup reaction with 90% methacrolein at 110° to afford a 50% yield of 6-methoxy-3-methyl-8-nitroquinoline. The compound crystallized from ethyl acetate as a yellow solid, mp 173°-175°.

Sources & evidence

ORD record
ord-3e8bfeaea5e0421ebd7b5ef292150cd8
Source dataset
uspto-grants-1979_09
Patent number
US04167638

Reaction notes

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