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ChemicalBook CAS DataBase List 6-Chloro-2-Methyl-2H-pyridazin-3-one

6-Chloro-2-Methyl-2H-pyridazin-3-one synthesis

3synthesis methods
-

Yield:10071-38-2 91%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 25; for 4 h;

Steps:



To a solution of 6-chloropyridazin-3(2H)-one (600 mg, 4.23 mmol) were added potassiumcarbonate (1.2 g, 8.46 mmol) and methyl iodide (1.2 g, 8.46 mmol) in DMF (3 mL). The resultingmixture was stirred at 25 C for 4 h. After the reaction, water was added to the reaction solution,followed by extraction with EtOAc. The organic layer was washed with water and brine, dried oversodium sulfate and then filtered. The filtrate was concentrated under reduced pressure to give theresidue which was purified by column chromatography to give 6-chloro-2-methylpyridazin- 3(2H)-one(550 mg, 91%). 1H NMR (CDCl3): 3.76 (s, 3H), 6.92 (d, 1H), 7.19 (d, 1H).

References:

Zhuang, Linghang;Tice, Colin M.;Xu, Zhenrong;Zhao, Wei;Cacatian, Salvacion;Ye, Yuan-Jie;Singh, Suresh B.;Lindblom, Peter;McKeever, Brian M.;Krosky, Paula M.;Zhao, Yi;Lala, Deepak;Kruk, Barbara A.;Meng, Shi;Howard, Lamont;Johnson, Judith A.;Bukhtiyarov, Yuri;Panemangalore, Reshma;Guo, Joan;Guo, Rong;Himmelsbach, Frank;Hamilton, Bradford;Schuler-Metz, Annette;Schauerte, Heike;Gregg, Richard;McGeehan, Gerard M.;Leftheris, Katerina;Claremon, David A. [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 14,p. 3649 - 3657] Location in patent:supporting information

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