4-Methoxybenzoic Acid → 2-(4-Methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole

HRID 1983085

Reaktionsgleichung

Reaktionsgleichung von HRID 1983085
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([NH:15][NH2:16])=[O:14].[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=O)=[CH:21][CH:20]=1>>[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]2[O:14][C:13]([C:3]3[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[N:5][O:6][C:2]=3[CH3:1])=[N:15][N:16]=2)=[CH:21][CH:20]=1

Komponenten

3

Edukt 2

HCID 74784-Methoxybenzoic AcidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Produkt 1

HCID 167225362-(4-Methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazoleAusbeute 63 %

Versuchsvorschrift

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 4-methoxybenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 192 mg, 63%) which was obtained as a white foam. MS: m/e=334.2 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-310bd5a7f73c4327bb416362a40df0f1
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07541372B2

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