Triethyl orthoacetate → 4-(5-methyl-1,3,4-oxadiazol-2-yl)-N-[4-(methylthio)phenyl]pyridin-2-amine

HRID 452770

Reaktionsgleichung

Reaktionsgleichung von HRID 452770
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][N:19]=2)[C:13]([NH:15][NH2:16])=[O:14])=[CH:5][CH:4]=1.[C:20](OCC)(OCC)(OCC)[CH3:21]>>[CH3:20][C:21]1[O:14][C:13]([C:12]2[CH:17]=[CH:18][N:19]=[C:10]([NH:9][C:6]3[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=3)[CH:11]=2)=[N:15][N:16]=1

Komponenten

3

Edukt 2

HCID 66221Triethyl orthoacetateHCID 686641102-[[4-(Methylthio)phenyl]amino]isonicotinohydrazide

Produkt 1

HCID 686633194-(5-methyl-1,3,4-oxadiazol-2-yl)-N-[4-(methylthio)phenyl]pyridin-2-amineAusbeute 80 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 2-[[4-(methylthio)phenyl]amino]isonicotinohydrazide (511 mg, 1.86 mmol) and triethyl orthoacetate (10 mL) was stirred at 120° C. overnight. After cooling, the precipitate was collected by filtration and recrystallized from hexane/ethyl acetate to give the title compound (441 mg, yield 80%) as yellow crystals.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe precipitate was collected by filtration
  3. customrecrystallized from hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-88fb69ffd929441a82071c08e8f5a36e
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492378B2

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