Methylamine → N-methyl 3-(3-trifluoromethylphenyl)-4-amino-5-isothiazolecarboxamide
Reaktionsgleichung
[CH3:1][NH2:2].[F:3][C:4]([F:23])([F:22])[C:5]1[CH:6]=[C:7]([C:11]2[C:15]([NH2:16])=[C:14]([C:17](OCC)=[O:18])[S:13][N:12]=2)[CH:8]=[CH:9][CH:10]=1>CO>[CH3:1][NH:2][C:17]([C:14]1[S:13][N:12]=[C:11]([C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([C:4]([F:23])([F:22])[F:3])[CH:6]=2)[C:15]=1[NH2:16])=[O:18]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
One hundred ml. of methanol were saturated with gaseous methyl amine. Two grams of ethyl 3-(3-trifluoromethylphenyl)-4-amino-5-isothiazolecarboxylate were added. The reaction mixture was stirred at ambient temperature for about 30 minutes and was then heated to refluxing temperature for about 30 minutes. TLC indicated some amide had formed. Gaseous methylamine was bubbled through the refluxing reaction mixture for about 4 additional hours, at which time TLC indicated starting material was no longer present. The reaction mixture was poured into an ice-water mixture. N-methyl 3-(3-trifluoromethylphenyl)-4-amino-5-isothiazolecarboxamide formed in the above reaction precipitated and the precipitate collected by filtration. M.P. 113° C. (after vacuum drying). Yield 1.4 g.