Hydrochloric Acid → 7-(4-Chlorophenyl)-8-isopropyl-2-trifluoromethyl-3H-chromeno[7,8-d]imidazol-6-one

HRID 14492

Reaktionsgleichung

[NH2:1][C:2]1[C:11]([NH2:12])=[C:10]2[C:5]([C:6](=[O:23])[C:7]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[C:8]([CH:13]([CH3:15])[CH3:14])[O:9]2)=[CH:4][CH:3]=1.Cl.[F:25][C:26]([F:31])([F:30])[C:27](O)=O>C(OCC)(=O)C>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([C:7]2[C:6](=[O:23])[C:5]3[CH:4]=[CH:3][C:2]4[NH:1][C:27]([C:26]([F:31])([F:30])[F:25])=[N:12][C:11]=4[C:10]=3[O:9][C:8]=2[CH:13]([CH3:14])[CH3:15])=[CH:21][CH:20]=1

Komponenten

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

7,8-Diamino-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one (80 mg, 0.243 mmol) is dissolved in trifluoroacetic acid (1.4 ml), dilute hydrochloric acid (2M, 0.1 ml) is added, and the mixture is heated at 110° C. for 2.5 h. The reaction mixture is cooled to room temperature, diluted with ethyl acetate (50 ml) and washed with saturated sodium bicarbonate solution (2×40 ml), water (40 ml) and saturated brine (40 ml). The organic layer is dried (MgSO4), filtered and evaporated to give a solid. This is triturated with dichloromethane containing a few drops of ethyl acetate and filtered to give a colourless powder.

Aufarbeitung

temperatureThe reaction mixture is cooled to room temperature
washwashed with saturated sodium bicarbonate solution (2×40 ml), water (40 ml) and saturated brine (40 ml)
dry with materialThe organic layer is dried (MgSO4)
filtrationfiltered
customevaporated
customto give a solid
customThis is triturated with dichloromethane containing a few drops of ethyl acetate
filtrationfiltered
customto give a colourless powder

Quellen und Nachweise

ORD-Eintrag: ord-dd8c8680a2e6453fa12f708764216572
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07732435B2

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