Process for the preparation of 1-alkyl-3-carboxy-4- cinnolones

Details Process for the preparation of 1-alkyl-3-carboxy-4- cinnolones Process for the preparation of 1-alkyl-3-carboxy-4- cinnolones

C - Chemistry, Metallurgy

07

C

260/351.1, 260/5

C07C 255/66 (2006.01) C07D 237/28 (2006.01) C07D 491/056 (2006.01)

Patent

CA 1317957

- 11 - Abstract A PROCESS FOR THE PREPARATION OF 1-ALKYL-3-CARBOXY-4-CIN- NOLONES. A process for the preparation of 1-alkyl-3-car- boxy-4-cinnolones of formula I Image I wherein R and R1 are electron donor groups and R3 is an alkyl group, starting from an amine of formula II Image II which is subjected to the following transformations; 1) diazotation; 2) coupling with a cyanoacetic ester; 3) alkylation of the arylhydrazone obtained in 2), 4) hydrolysis of the ester and conversion into acyl chloride; 5) intramolecular cyclization; 6) hydrolysis of the nitrile residue.

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