3-Nitroquinolin-4-amine → 3,4-Diaminoquinoline

HRID 415501Notes

Reaction equation

HRID 415501 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH2:14])=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O.[N+:15]([C:18]1[CH:19]=[N:20][C:21]2[C:26]([C:27]=1[NH2:28])=[N:25][CH:24]=[CH:23][CH:22]=2)([O-])=O>>[N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:13]([NH2:14])=[C:4]([NH2:1])[CH:5]=1.[N:20]1[C:21]2[C:26](=[N:25][CH:24]=[CH:23][CH:22]=2)[C:27]([NH2:28])=[C:18]([NH2:15])[CH:19]=1

Participants

4

Reactant 2

HCID 2800053-Nitroquinolin-4-amineHCID 131227883-Nitro-1,5-naphthyridin-4-amine

Product 2

HCID 15142893,4-DiaminoquinolineHCID 22172703[1,5]Naphthyridine-3,4-diamine

Procedure

In step (3) of Reaction Scheme IV, a 3-nitroquinolin-4-amine or 3-nitro[1,5]naphthyridin-4-amine of Formula XLVII is reduced to provide a quinoline-3,4-diamine or [1,5]naphthyridine-3,4-diamine of Formula XLVIII. The reaction can be carried out using the method described in step (3) of Reaction Scheme II.

Workup

  1. customIn step (3) of Reaction Scheme IV

Sources & evidence

ORD record
ord-4ebc97ce063243c7bdd419e71a492241
Source dataset
uspto-grants-2012_01
Patent number
US08088788B2

Reaction notes

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