2-Amino-6-(trifluoromethyl)benzothiazole → N-(6-trifluoromethylbenzothiazol-2-yl)-2-chloro-6-fluorobenzamide

HRID 653062

Reaktionsgleichung

[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](Cl)=[O:5].[NH2:12][C:13]1[S:14][C:15]2[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:16]=2[N:17]=1>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[F:25][C:22]([F:23])([F:24])[C:20]1[CH:19]=[CH:18][C:16]2[N:17]=[C:13]([NH:12][C:4](=[O:5])[C:3]3[C:7]([F:11])=[CH:8][CH:9]=[CH:10][C:2]=3[Cl:1])[S:14][C:15]=2[CH:21]=1

Komponenten

Reaktionsbedingungen

Temperatur: 25 °C

Versuchsvorschrift

At 0 to 5° C., 2-chloro-6-fluorobenzoyl chloride (1.93 g) was added dropwise to a solution composed of 2-amino-6-trifluoromethylbenzothiazole (2.18 g), pyridine (30 ml) and 4-dimethylaminopyridine (0.1 g). The reaction mixture was stirred at room temperature (20 to 30° C.) for one day, and then the pyridine was evaporated. Water was added to the residue, and the mixture was stirred. The resulting crystals were collected by filtration, and thoroughly washed with water. Recrystallization from ethanol gave the desired N-(6-trifluoromethylbenzothiazol-2-yl)-2-chloro-6-fluorobenzamide (2.5 g).

Aufarbeitung

customthe pyridine was evaporated
additionWater was added to the residue
stirringthe mixture was stirred
filtrationThe resulting crystals were collected by filtration
washthoroughly washed with water
customRecrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag: ord-9d849a59ec7c421cba41c69e61a65a96
Quelldatensatz: uspto-grants-1987_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04675331

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