Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)- → N-[4-(2,4-Dichlorophenyl)-2-thiazolyl]-2,4-dinitro-6-trifluoromethylaniline

HRID 487912

Reaktionsgleichung

CC([O-])(C)C.[K+].[NH2:7][C:8]1[S:9][CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[N:12]=1.[N+:21]([C:24]1[CH:29]=[C:28]([N+:30]([O-:32])=[O:31])[CH:27]=[C:26]([C:33]([F:36])([F:35])[F:34])[C:25]=1Cl)([O-:23])=[O:22].O1CCCC1.C(O)(C)(C)C>C(O)(C)(C)C.O.C(O)(=O)C>[Cl:20][C:14]1[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=1[C:11]1[N:12]=[C:8]([NH:7][C:25]2[C:26]([C:33]([F:35])([F:36])[F:34])=[CH:27][C:28]([N+:30]([O-:32])=[O:31])=[CH:29][C:24]=2[N+:21]([O-:23])=[O:22])[S:9][CH:10]=1

Komponenten

Reaktionsbedingungen

Temperatur: 20 °C

Versuchsvorschrift

A solution of 7.4 g (66 mmol) of potassium tert-butylate in 50 ml of tert-butanol was added dropwise to a vigorously stirred mixture of 8.0 g (33 mmol) of 2-amino-4-(2,4-dichlorophenyl)thiazole, 9.8 g (37 mmol) of 2,4-dinitro-6-trifluoromethylchlorobenzene and 100 ml of tetrahydrofuran/tert-butanol (1:2) at 0° to 5° C. in such a way that addition was complete after 1 hour. After a further hour at 0° C., the mixture was slowly warmed, over the course of about 2 hours, to 20° C. The mixture was then adjusted to pH 4 with glacial acetic acid and diluted with about 1 l of water. The precipitate was separated off, washed with water until neutral and dried. Yield: 90%; melting point 125° to 130° C.

Aufarbeitung

additionthat addition
waitAfter a further hour at 0° C.
customThe precipitate was separated off
washwashed with water until neutral and
customdried

Quellen und Nachweise

ORD-Eintrag: ord-6295631e3f164ff297119d6e328a365f
Quelldatensatz: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05298515

Verknüpfte Notizen

Wird geladen…