3-(2,4-dichlorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butyrimidic acid, ethyl ester dihydrochloride → 1-Carbamoyl-2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
Reaktionsgleichung
Cl.Cl.[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[C:11]([OH:24])([CH2:18][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1)[CH2:12][C:13](=[NH:17])[O:14]CC>ClC1C=CC=CC=1Cl>[C:13]([CH2:12][C:11]([C:5]1[CH:6]=[CH:7][C:8]([Cl:10])=[CH:9][C:4]=1[Cl:3])([OH:24])[CH2:18][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1)(=[O:14])[NH2:17]Komponenten
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 178 °C
Versuchsvorschrift
3-(2,4-Dichlorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butyrimidic acid, ethyl ester dihydrochloride (3.42 g) was suspended in 1,2-dichlorobenzene (35 ml) and the mixture was heated to the reflux temperature of the solvent [178° C.). After refluxing for five minutes, a solution was obtained. Refluxing was then continued for an additional 10 minutes. The reaction mixture was cooled, evaporated, and the resulting gum was triturated with hexane and heated with acetone. On cooling a cream-colored granular solid was formed which was filtered to yield the title compound as a solvate (1.26 g). On standing overnight in a refrigerator some further solvated product precipitated (0.62 g). After drying at 80° C. for 6 hours to remove the solvent the pure (unsolvated) title compound was obtained, yield 1.5 g, m.p. 144°-145° C.
Aufarbeitung
- temperatureAfter refluxing for five minutes
- customa solution was obtained
- temperatureRefluxing
- temperatureThe reaction mixture was cooled
- customevaporated
- customthe resulting gum was triturated with hexane
- temperatureheated with acetone
- temperatureOn cooling a cream-colored granular solid
- customwas formed which
- filtrationwas filtered
Quellen und Nachweise
- ORD-Eintrag
- ord-5171067bab904d9589ba61d15c4e7183
- Quelldatensatz
- uspto-grants-1991_09
- Patentnummer
- US05047548
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