4-Hydroxybenzoic acid hydrazide → 4-(5-Methyl-1,3,4-oxadiazol-2-YL)phenol

Reaktionsgleichung

[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=[O:7])=[CH:4][CH:3]=1.[C:12](OCC)(OCC)(OCC)[CH3:13]>>[CH3:12][C:13]1[O:7][C:6]([C:5]2[CH:10]=[CH:11][C:2]([OH:1])=[CH:3][CH:4]=2)=[N:8][N:9]=1

Komponenten

Edukt 2

HCID 17424-Hydroxybenzoic acid hydrazide

HCID 66221Triethyl orthoacetate

Produkt 1

HCID 51246024-(5-Methyl-1,3,4-oxadiazol-2-YL)phenolAusbeute 99 %

Versuchsvorschrift

A mixture of 9.6 parts of 4-hydroxybenzoic acid hydrazide and 44 parts of 1,1', 1"-[ethylidynetris(oxy)]trisethane is stirred and refluxed overnight. The precipitated product is filtered off and crystallized from 1-butanol, yielding 10.5 parts (99%) of 4-(5-methyl-1,3,4-oxadiazol-2-yl)phenol; mp. 238.8° C.

Aufarbeitung

temperaturerefluxed overnight
filtrationThe precipitated product is filtered off
customcrystallized from 1-butanol

Quellen und Nachweise

ORD-Eintrag: ord-2564984c1bad4ffd80d2fe67d1039f6a
Quelldatensatz: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04533550

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