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ChemicalBook CAS DataBase List 3,5-DICHLORO-4-PYRIDINECARBONITRILE
153463-65-1

3,5-DICHLORO-4-PYRIDINECARBONITRILE synthesis

3synthesis methods
3,5-DICHLORO-4-FORMYL PYRIDINE

136590-83-5

3,5-DICHLORO-4-PYRIDINECARBONITRILE

153463-65-1

Example 22A: 3,5-Dichloro-4-pyridinecarboxaldehyde (10.0 g, 57.1 mmol) was mixed with hydroxylamine hydrochloride (5.25 g, 76 mmol), formic acid (50 mL) and sodium bisulfate (5 drops). The mixture was refluxed for 6 hours under nitrogen protection. Upon completion of the reaction, the solvent was removed by vacuum concentration. The resulting solid was dissolved in ether (250 mL), washed sequentially with sodium bicarbonate solution and brine, and the organic phase was dried with magnesium sulfate. After filtration, the organic phase was concentrated and finally recrystallized from hexane to give 8.2 g of the target product, 3,5-dichloroisonicotinonitrile, in 83% yield with a melting point of 114 °C.

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Yield: 86%

Steps:

R.71 3,5-Dichloro-4-pyridinecarbonitrile
REFERENCE EXAMPLE 71 3,5-Dichloro-4-pyridinecarbonitrile The title compound was obtained employing 3,5-dichloro-4-pyridinecarboxaldehyde by the method similar to that in Reference Example 64. Yield: 86%. Melting point: 114-115 °C. 1H NMR (CDCl3) δ 8.69 (2H, s).

References:

Takeda Chemical Industries, Ltd. EP1270577, 2003, A1

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