The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The thermal decomposition of dialkyl chelidamates and related esters》. Authors are Markees, D. G..The article about the compound:4-Hydroxypicolinic acidcas:22468-26-4,SMILESS:O=C(O)C1=NC=CC(O)=C1).Product Details of 22468-26-4. Through the article, more information about this compound (cas:22468-26-4) is conveyed.
Di-Me 4-hydroxydipicolinate (I) heated to 200-10° lost CO2 and was converted into a mixture of di-Me 4-methoxypyridine-2,6-dicarboxylate (Ia) and N-methyl-4-pyridone (Ib). Decomposition of di-Et 4-hydroxydipicolinate (Ic) proceeded similarly but in addition to di-Et 4- ethoxypyridine-2,6-dicarboxylate and N-ethyl-4-pyridone (II) there was also isolated some Et 4-ethoxypicolinate (III). Pyrolysis of Et 4-hydroxypicolinate (IV) gave mostly II and some 4-ethoxypyridine. IV.HCl decomposed to EtCl and 4-hydroxypicolinic acid (V). III was synthesized from V by esterification and replacement of the OH by Cl and then an EtO group. N-Alkyl-4-pyridones were converted into derivatives for identification.
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