Water → HCID 178430446, compound

Participants

Reaction Conditions

Reaction Steps

With stirring, 116 g (1.034 moles) of potassium tert-butylate are added in portions to a solution of 123 g (0.519 mole) of diethyl 5-methyl-2,3-pyridinedicarboxylate and 67.5 g (0.519 mole) of 2-amino-2,4-dimethylbutyramide in 600 ml of toluene. During the addition of potassium tert-butylate the mixture exotherms to 60° C. When the addition of potassium tert-butylate is complete, the reaction mixture is heated to 80° C. and stirred overnight. Then 800 ml of water are added to the mixture which has cooled to room temperature, and the layers are separated. The aqueous phase is adjusted to pH 3 by addition of 85 ml of 37% hydrochloric acid, cooled to 0° C. and filtered. The product is dried, affording 97.8 g (69% of theory) of 2-(5-isopropyl-5-methyl-4-oxoimidazolin-2-yl)-5-methyl-3-pyridinecarboxylic acid of m.p. 200°-202° C.

Provenance & Evidence