Aniline → Indole

HRID 2057630Notes

Reaction equation

HRID 2057630 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]2[C:7](O[C:10](=O)[C:3]=2[CH:2]=1)=O.N[C:13]1C=CC=CC=1>>[NH:1]1[C:2]2[C:4](=[CH:7][CH:13]=[CH:10][CH:3]=2)[CH:5]=[CH:6]1

Participants

3

Reactant 2

HCID 6115AnilineHCID 2783981H,3H-furo(3,4-c)pyridine-1,3-dione

Product 1

HCID 798Indole

Procedure

In like fashion, reaction of 3,4-pyridinedicarboxylic anhydride (Formula Vb hereinbelow) with an aniline of Formula VI or an indole of Formula VII (Z--H hereinbelow) produces a mixture of 3-(Z--CO)-4-pyridinecarboxylic acid (Formula IIc) and 4-(Z--CO)-3-pyridinecarboxylic acid (Formula IId). The mixture is in turn reacted with a diarylamine of Formula III to produce an isomeric mixture of furo[3,4-c]pyridine-1(3H)-one (Formula Ic) and furo[3,4-c]pyridine-3(1H)-one (Formula Id). ##STR22##

Sources & evidence

ORD record
ord-948e9a4d2e46476aaa65845488ee1078
Source dataset
uspto-grants-1980_07
Patent number
US04211872

Reaction notes

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