2283. Cinchomeronic Acid

Nomenclature

CAS number: 490-11-9
3,4-Pyridinedicarboxylic acid.
C7H5NO4; mol wt 167.12.
C 50.31%, H 3.02%, N 8.38%, O 38.29%.

Description and references

Prepd in 42% yield by boiling quinine with nitric and fuming nitric acid: Ternájgo, Monatsh. Chem. 21, 448 (1900); cf. Kirpal, ibid. 23, 248 (1902); Kaas, ibid. 252; by selenium dioxide oxidation of isoquinoline: Mueller, US 2436660 (1948 to Allied Chem.).

Chemical structure

Properties

Crystals from acidulated water, mp 256°. On heating, a small portion sublimes without decompn. Strong acid. Sparingly sol in hot alc, ether, benzene. Insol in chloroform.

Derivative

Disodium salt dihydrate.
C7H3NNa2O4.2H2O; mol wt 247.11.
C 34.02%, H 2.86%, N 5.67%, Na 18.61%, O 38.85%.

Properties

Plates, moderately sol in water, alcohol.

Derivative

Dimethyl ester.
C9H9NO4; mol wt 195.17.
C 55.39%, H 4.65%, N 7.18%, O 32.79%.

Properties

Crystals, mp 141°.