Chlorodifluoromethane → 4-Difluoromethyl-3-methyl-1-phenyl-1H-1,2,4-triazol-5(4H)-one

HRID 1292489

Reaktionsgleichung

Reaktionsgleichung von HRID 1292489
[CH3:1][C:2]1[NH:6][C:5](=[O:7])[N:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH:21]([F:23])[F:22].N1C=CN=N1>>[F:22][CH:21]([F:23])[N:6]1[C:5](=[O:7])[N:4]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:3]=[C:2]1[CH3:1]

Komponenten

5

Edukt 4

HCID 6372ChlorodifluoromethaneHCID 11430Potassium CarbonateHCID 1355376213-Methyl-1-phenyl-4,5-dihydro-1H-1,2,4-triazol-5-oneHCID 178418936HCID 178418936, Verbindung

Produkt 1

HCID 110854614-Difluoromethyl-3-methyl-1-phenyl-1H-1,2,4-triazol-5(4H)-oneAusbeute 89,3 %

Versuchsvorschrift

This compound was prepared in the manner of Example 1, with 25.0 grams of 4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-1,2,4-triazole (0.110 mole--1.0 equiv.), 30.0 grams (0.217 mole--2.0 equiv.) of potassium carbonate, and 14.3 grams (0.165 mole--1.5 equiv.) of chlorodifluoromethane in 220 mL of polyglyme (% wt/vol. triazole to solvent--11%) as reagents. A yield of 28.7 grams of 91.5% pure 4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-1,2,4-triazole (87.8% yield) was obtained. GC analysis of the product indicated the presence of about 5.0% O-isomer by-product.

Quellen und Nachweise

ORD-Eintrag
ord-d82d8a3f2cb54a5b91460ac1fd1afd1a
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756755

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