m-Toluidine → 4-(3-Methylanilino)pyridine-3-sulfonamide--hydrogen chloride (1/1)
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=1>C(O)CCC>[ClH:1].[CH3:19][C:15]1[CH:14]=[C:13]([NH:12][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[S:8]([NH2:11])(=[O:10])=[O:9])[CH:18]=[CH:17][CH:16]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A 2-L, three-necked flask equipped with mechanical stirrer, thermometer and condenser was charged with 4-chloro-3-pyridinesulfonamide I (300.0 g, 1.56 mol), m-toluidine (200.3 g, 1.87 mol) and 1200 mL n-butanol. The reaction mixture was heated for 2-4 hours and then cooled to room temperature. The solid was filtered and washed with n-butanol. After drying, 4-[(3-methylphenyl)amino]-3-pyridinesulfonamide hydrochloride (457.1 g, 98%) was obtained as pale-yellow solid having a purity of 99.96% by HPLC.