3-amino-5-chloropicolinonitrile synthesis

5synthesis methods

Product Name:3-amino-5-chloropicolinonitrile
CAS Number:408538-29-4
Molecular formula:C6H4ClN3
Molecular Weight:153.57

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Yield:408538-29-4 96 %

Reaction Conditions:

with iron;acetic acid at 0 - 20;

Steps:

3 Synthesis of 3-amino-5-chloropicolinonitrile (23):

To a solution of 5-chloro-3- nitropicolinonitrile (22, 50 g, 0.273 mol) in acetic acid (250 mL) cooled to 0 °C, iron power (76.5 g, 1.36 mol) was added slowly in portions. The reaction was then stirred for 2 h when TLC showed consumption of starting material. The reaction mixture was then filtered over a bed of celite and celite bed was washed with methanol. The combined mother liquor was evaporated under reduced pressure and crude was dissolved in ethyl acetate followed by washing with sodium carbonate solution. The organic layer was washed with brine, dried over anhydrous sodium sulfate and solvent was removed under reduced pressure to afford 3- amino-5-chloropicolinonitrile (26, 40.0 g, 96%) as off white solid.

References:

WO2022/187178,2022,A1 Location in patent:Page/Page column 58-59

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408538-29-4
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