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ChemicalBook CAS DataBase List 6-CHLORO[1,2,4]TRIAZOLO[4,3-B]PYRIDAZIN-3(2H)-ONE

6-CHLORO[1,2,4]TRIAZOLO[4,3-B]PYRIDAZIN-3(2H)-ONE synthesis

2synthesis methods
-

Yield: 97%

Reaction Conditions:

with hydrogenchloride in ethanol;water at 20; for 96 h;Reflux;

Steps:

1 Intermediate C (6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one)
3,6-Dichloropyridazine (1 eq) was dissolved in ethanol (0.43mol/L) under stirring. Water(1 .72mol/L) and semicarbazide hydrochloride (2 eq) were added to the reaction. A solution of 35% hydrogen chloride in water (0.005 eq) was added to the mixture. The reaction was heated to reflux for 24 hours. The reaction was kept at room temperature for 3 days and then was evaporated to dryness. The residue was recrystallised from ethanol (5 mL) to give Intermediate C (97% yield). Appearance: light yellow solid. 1H NMR (MeOD-d4): 7.16 (d, 1 H, J=9.9Hz); 7.76 (d, 2H, J=9.9Hz

References:

GENFIT;BOUROTTE, Maryline;DELHOMEL, Jean-François;DUBERNET, Mathieu;GOUY, Marie-Hélène WO2013/45519, 2013, A1 Location in patent:Page/Page column 42

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