Reaktion #812384

Reaktionsgleichung

product

methyl 2-[[2,4-dichloro-5-(2-propynyloxy)phenyl]-hydrazono]-1-piperidinecarboxylate

acetic acid

→

title compound

Ausbeute 94.0%

2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]-pyridin-3(2H)-one

Ausbeute 94.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewhile removing methanol vapor with a stream of nitrogen
2. 2
   workup.ADDITIONHexane (50 mL) is added at 70° C.
3. 3
   Filtrationthe product is filtered at 25° C.
4. 4
   Waschenwashed with hexanes

Vorschrift

A mixture of 10.0 g of the product from Step B and 0.50 g of glacial acetic acid in 50 mL of toluene is heated at 100° C. for 2 h while removing methanol vapor with a stream of nitrogen. Hexane (50 mL) is added at 70° C. and the product is filtered at 25° C. and washed with hexanes to provide 8.0 g (94%) of the title compound, m.p. 168°-169° C. 1H NMR (CDCl3) δ1.9 (m, 4H), 2.55 (t, 1H, J=2.4Hz), 2.74 (t, 2H, J=6Hz), 3.67 (t, 2H, J=6Hz), 4.74 (d, 2H, J=2.4Hz), 7.13 (s, 1H), 7.50 (s, 1H).

Quelle