Preparation of esters of 3-carboxy-4-hydroxy-quinoline or...

Details Preparation of esters of 3-carboxy-4-hydroxy-quinoline or... Preparation of esters of 3-carboxy-4-hydroxy-quinoline or...

C - Chemistry, Metallurgy

07

D

260/273, 260/289

C07D 215/22 (2006.01) C07D 215/56 (2006.01) C07D 471/04 (2006.01) C07D 491/04 (2006.01)

Patent

CA 1050026

ABSTRACT OF THE DISCLOSURE: Esters of 3-carboxy-4-hydroxy-quinoline or naphthyridine compounds having the general formula: Image (I) wherein R1 is N- or -CH-; R2 is alkyl containing 1 to 4 carbon atoms; R3 and R4 are identical or different and each represents alkyl containing 1 to 4 carbon atoms, alkoxy containing 1 to 4 carbon atoms or halogen, or R3 and R4 together form -O-CH2-O-, are prepared by bringing a solution of a compound having the general formula: Image wherein R1, R2, R3 and R4 have the aforesaid meanings, in an organic solvent having a boiling point at or above a predetermined cyclization temperature, into contact at a temperature of about 120° to 200°C with the same organic solvent which is at a temperature such that the cyclization temperature of the mixture is about 200° to 350°C for a period of time sufficient for the cyclization and then quickly cooling the reaction mixture to produce the desired compound of the formula (I). The process enables one to obtain product yields as high as 97%, while avoiding undesirable secondary reactions.

207985

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