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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239848Generated: November 1, 2026

P-Phenylenediamine → N1-(6-chloroimidazo[1,2-b]pyridazin-8-yl)benzene-1,4-diamine

https://huagongshe.com/reaction/2239848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-PhenylenediamineHCID 7814—
ReactantTriethylamineHCID 8471—
Reactant8-Bromo-6-chloroimidazo[1,2-b]pyridazine hydrochlorideHCID 71463875—
SolventEthanolHCID 702—
ProductN1-(6-chloroimidazo[1,2-b]pyridazin-8-yl)benzene-1,4-diamineHCID 86611734—

Reaction Conditions

Temperature90 °C

Reaction Steps

p-Aminoaniline (0.48 g, 4.4 mmol) and triethylamine (1.3 ml, 9.2 mmol) were added to 8-bromo-6-chloroimidazo[1,2-b]pyridazine HCl (1.0 g, 4.2 mmol) from Example I(1), step 1b in EtOH (20 mL). The mixture was heated to 90° C. and stirred for 1 hr. The solution was then concentrated in vacuo to give crude N1-(6-chloroimidazo[1,2-b]pyridazin-8-yl)benzene-1,4-diamine. Cold ethanol was then added and the crude solid rinsed 3×. Following filtration, collected 0.45 g of the desired material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723336B2
Source datasetuspto-grants-2010_05
ORD IDord-020c3d48085a4c1994de963268a52423
Source noteuspto-grants-2010_05