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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415503Generated: October 28, 2026

Cyanogen Bromide → 1H-imidazo[4,5-c]quinoline-1,2-diamine

https://huagongshe.com/reaction/415503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
Reactanttert-butyl N'-(3-aminoquinolin-4-yl)hydrazinecarboxylateHCID 21075823—
ReactantTert-butyl 2-(3-amino[1,5]naphthyridin-4-yl)hydrazinecarboxylateHCID 57931084—
Product1H-imidazo[4,5-c]quinoline-1,2-diamineHCID 57853777—
Product1H-imidazo[4,5-c][1,5]naphthyridine-1,2-diamineHCID 66619874—

Reaction Steps

In step (1) of Reaction Scheme VIII, a tert-butyl N′-(3-aminoquinolin-4-yl)hydrazinecarboxylate or a tert-butyl N′-(3-amino[1,5]naphthyridin-4-yl)hydrazinecarboxylate of Formula XXXIX is reacted with cyanogen bromide to provide a 1H-imidazo[4,5-c]quinoline-1,2-diamine or 1H-imidazo[4,5-c][1,5]naphthyridine-1,2-diamine of Formula LXVI. The reaction can be carried out by adding cyanogen bromide to a solution of compound of Formula XXXIX in a suitable solvent such as ethanol and heating.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088788B2
Source datasetuspto-grants-2012_01
ORD IDord-2d9c2cbc33d04fe691428b2a89c02238
Source noteuspto-grants-2012_01