Mafenide Hydrochloride → 4-[(3-Bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide

HRID 1809196

Reaktionsgleichung

[Br:1][C:2]1[N:6]2[CH:7]=[C:8]([CH3:12])[N:9]=[C:10](Cl)[C:5]2=[N:4][CH:3]=1.Cl.[NH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=1.CCN(C(C)C)C(C)C>C(O)C(C)C>[Br:1][C:2]1[N:6]2[CH:7]=[C:8]([CH3:12])[N:9]=[C:10]([NH:14][CH2:15][C:16]3[CH:17]=[CH:18][C:19]([S:22]([NH2:25])(=[O:23])=[O:24])=[CH:20][CH:21]=3)[C:5]2=[N:4][CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 108 °C

Versuchsvorschrift

To a solution of 3-bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazine (350 mg, 1.42 mmol) in iBuOH (3 mL) is added 4-aminomethyl-benzenesulfonamide hydrochloride (334 mg, 1.42 mmol) and DIPEA (0.49 mL, 2.82 mmol). The reaction is stirred at 108° C. for 16 h. After this time the solution is allowed to cool, resulting in a thick precipitate that is filtered and washed with diethyl ether to give 4-[(3-bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide as a beige solid (420 mg, 75%).

Aufarbeitung

temperatureto cool
customresulting in a thick precipitate that
filtrationis filtered
washwashed with diethyl ether

Quellen und Nachweise

ORD-Eintrag: ord-2e16b03effa64d279051b3834f338cb3
Quelldatensatz: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08362018B2

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