Acetic Acid → 2-(6-Amino-3-chloropyridin-2-yl)-2-methoxyiminoacetic acid

反応式

[ClH:1].[NH2:2][C:3]1[N:8]=[C:7]([C:9](=[N:13][O:14][CH3:15])[C:10]([OH:12])=[O:11])[CH:6]=[CH:5][CH:4]=1.C(O)(=O)C.[Cl-]>O>[NH2:2][C:3]1[N:8]=[C:7]([C:9](=[N:13][O:14][CH3:15])[C:10]([OH:12])=[O:11])[C:6]([Cl:1])=[CH:5][CH:4]=1

参加物

実験手順

To a mixture of 2-(6-aminopyridin-2-yl)-2-methoxyiminoacetic acid hydrochloride (syn isomer), acetic acid (350 ml.) and water (10 ml.) was introduced chloride gas for 1.5 hours. After the removal of the excess of the chlorine gas by bubbling air into the reaction mixture, the solvent was distilled off. The residue was pulverized in diethyl ether and collected by filtration. After the addition of water and ethyl acetate to the resultant powder (9.8 g.), the aqueous layer was separated and washed with ethyl acetate. The ethyl acetate layer and washings were combined together, and further extracted with water. The aqueous layers were combined together and adjusted to pH 4 with 1N aqueous solution of sodium hydroxide, and then the solvent was distilled off under reduced pressure. The remaining water in the residue was azeotropically removed with benzene three times to yield brownish powder which was dried in a desiccator to give 2-(6-amino-3-chloropyridin-2-yl)-2-methoxyiminoacetic acid (syn isomer) (3.27 g.).