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ChemicalBook CAS DataBase List 2,4-DICHLORO-6-METHYLNICOTINIC ACID
56022-07-2

2,4-DICHLORO-6-METHYLNICOTINIC ACID synthesis

2synthesis methods
ETHYL 2,4-DICHLORO-6-METHYLPYRIDINE-3-CARBOXYLATE

86129-63-7

2,4-DICHLORO-6-METHYLNICOTINIC ACID

56022-07-2

Ethyl 2,4-dichloro-6-methylpyridine-3-carboxylate (1.0 g, 4.3 mmol) was used as a raw material, which was dissolved in a mixed solvent of water (1.7 mL) and methanol (1.5 mL) with NaOH (342 mg, 8.6 mmol). The reaction mixture was heated to 80 °C and the reaction was stirred at this temperature for 4 hours. Upon completion of the reaction, the reaction solution was acidified to pH < 7 with 50% H2SO4, followed by filtration to collect the precipitate. The solid product was washed with cold water and dried to give 2,4-dichloro-6-methylpyridine-3-carboxylic acid (582 mg, 66% yield). The product was analyzed by LCMS with a retention time (RT) of 0.70 min and a molecular ion peak (MH+) of 206.2.

-

Yield:56022-07-2 66%

Reaction Conditions:

Stage #1: ethyl 2,4-dichloro-6-methylpyridine-3-carboxylatewith sodium hydroxide in methanol;water at 80; for 4 h;
Stage #2: with sulfuric acid in methanol;water;

Steps:

2,4-dichloro-6-methylnicotinic acid

2,4-dichloro-6-methylnicotinic acid A solution of commercially available (Maybridge) ethyl 2,4-dichloro-6-methylpyridine-3-carboxylate (1.0 g, 4.3 mmol) and NaOH (342 mg, 8.6 mmol) in water (1.7 mL) and MeOH (1.5 mL) was heated to 80° C. for 4 h. The mixture was acidified using 50% H2SO4 and filtered. The solid was washed with cold water and dried to give of 2,4-dichloro-6-methylpyridine-3-carboxylic acid (582 mg, 66%): LCMS RT: 0.70 min, MH+: 206.2.

References:

US6677352,2004,B1 Location in patent:Page/Page column 60; 85

2,4-DICHLORO-6-METHYLNICOTINIC ACID Related Search:

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