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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809170Generated: October 30, 2026

Mafenide Hydrochloride → 4-[(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide

https://huagongshe.com/reaction/1809170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMafenide HydrochlorideHCID 67313—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromo-8-chloroimidazo[1,2-a]pyrazineHCID 10059849—
SolventIsobutanolHCID 6560—
Product4-[(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamideHCID 5833715538%

Reaction Conditions

Temperature108 °C

Reaction Steps

To a solution of 3-bromo-8-chloro-imidazo[1,2-a]pyrazine (2 g, 8.6 mmol) in iBuOH (5 ml) is added 4-aminomethyl-benzenesulfonamide hydrochloride (2.1 g, 9.5 mmol) and DIPEA (3.7 ml, 21.5 mmol). The reaction is heated to 108° C. and stirred for 16 h. After this time the solution is allowed to cool, resulting in a thick white precipitate. The precipitate is filtered and washed with diethyl ether to give 4-[(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide as a white solid (1.24 g, 38%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362018B2
Source datasetuspto-grants-2013_01
ORD IDord-cf175d8d049844909162d4a1d62323e6
Source noteuspto-grants-2013_01