Sodium hydride → 4,5-Dihydro-5-thioxo-8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylene-3-one

HRID 2050515

Reaktionsgleichung

[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([C:9]2[N:14]3[N:15]=[CH:16][C:17]([C:18]([NH2:20])=[O:19])=[C:13]3[NH:12][CH2:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].[C:25](N1C=CN=C1)(N1C=CN=C1)=[S:26]>O1CCCC1>[S:26]=[C:25]1[N:12]2[C:13]3[N:14]([C:9]([C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:21])([F:1])[F:22])[CH:4]=4)=[CH:10][CH2:11]2)[N:15]=[CH:16][C:17]=3[C:18](=[O:19])[NH:20]1

Komponenten

Reaktionsbedingungen

Temperatur: -78 °C

Versuchsvorschrift

To a stirred solution of 1.00 g of 4,5-dihydro-7-(3-(trifluoromethyl)phenyl)pyrazolo(1,5-a)pyrimidine-3-carboxamide (prepared as described in Example 8) in 30 ml of dry tetrahydrofuran cooled to -78° C. is added 286 mg of 60 percent sodium hydride (dispersion in mineral oil). The reaction mixture is stirred at -78° C. for 30 minutes then 637 mg of 1,1'-thiocarbonyldiimidazole is added and the mixture is allowed to slowly warm to room temperature and then is stirred for 36 hours. The mixture is quenched with water, neutralized with 5 percent aqueous hydrochloric acid and extracted with chloroform. Evaporation of the extract in vacuo gives 934 mg of the desired product.

Aufarbeitung

temperatureto slowly warm to room temperature
stirringis stirred for 36 hours
customThe mixture is quenched with water
extractionextracted with chloroform
customEvaporation of the
extractionextract in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-fdf30f2a46d74b2f85c24e7aea58725c
Quelldatensatz: uspto-grants-1991_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05013737

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