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ChemicalBook CAS DataBase List 3,6-Dichloropyridazine
141-30-0

3,6-Dichloropyridazine synthesis

11synthesis methods
-

Yield:141-30-0 85%

Reaction Conditions:

with trichlorophosphate at 20 - 80;Inert atmosphere;

Steps:

21.21B
21B: 3,6-dichloropyridazine : To a 2L round bottom flask under nitrogen chraged with pyridazine-3,6-diol (125g, 1115 mmol) was added POCl3 (520 ml, 5576 mmol) at rt. The reaction mixture was heated at 80 °C ON. The reaction mixture was concentrated under high vacuum at 55-60 °C to obtain a thick mass which was diluted with EtOAc (1 L). The contents were slowly quenched into an ice-cold saturated solution of sodium bicarbonate to pH~8. The layers were separated and the aqueous layer was extracted with EtOAc (2 x 500 mL). The combined organic layers were washed with water (1L), brine (1 L), dried over sodium sulfate, filtered and concentrated under vacuum. After drying under vacuum at 50 °C, 3,6-dichloi pyridazine (151 g, 85 %) was isolated. MSESI (m/z) 150.2 (M+H)

References:

BRISTOL-MYERS SQUIBB COMPANY;MERTZMAN, Michael E.;DZIERBA, Carolyn Diane;GUERNON, Jason M.;HART, Amy C.;LUO, Guanglin;MACOR, John E.;PITTS, William J.;SHI, Jianliang;SPERGEL, Steven H. WO2019/89442, 2019, A1 Location in patent:Page/Page column 90

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