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ChemicalBook CAS DataBase List 2-Chloro-4,6-dimethyl-3-pyridinecarboxylic acid

2-Chloro-4,6-dimethyl-3-pyridinecarboxylic acid synthesis

3synthesis methods
-

Yield:66662-48-4 80%

Reaction Conditions:

with sulfuric acid;nitric acid in water;toluene;

Steps:

C 2-Chloro-4,6-dimethyl-nicotinic acid

EXAMPLE C 2-Chloro-4,6-dimethyl-nicotinic acid A mixture consisting of 15 gm of 2-chloro-3-cyano-4,6-dimethyl-pyridine [see Jahine, J. prakt. Chem. 316,337 (1974)], 40 ml of concentrated sulfuric acid and 13 ml of fuming nitric acid was heated while stirring. At 95° C. an exothermic reaction took place. By cooling with ice water the temperature was maintained at 95°-100° C. After the exothermic reaction had subsided, the mixture was stirred for 30 minutes more at 100° C. and then poured on ice and adjusted to a pH-value of 3-4 with ammonia. The resulting precipitate was collected by suction filtration, washed with water, dehydrated by boiling with toluene in a vessel equipped with a water trap, and recrystallized from toluene, yielding 80% of theory of the compound named in the heading, which had a melting point of 159°-160° C. Elemental analysis: C8 H8 ClNO2; mol. wt. 185.6; Calculated: C-51.77% H-4.34%; Cl-19.10%; N-7.55%; Found: C-51.85% H-4.36%; Cl-19.25%; N-7.56%.

References:

US4167570,1979,A

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