Synthesis and Pyrolysis of 2, 3-Pyrazinedicarboxylic Acid Dianisalcohol Ester

In order to develop novel tobacco flavors of pyrazines, Compound Ⅲ was synthesized from 2, 3-pyrazinedicarboxylic acid and anisalcohol with N,N'-dicyclohexylcarbodiimide(DCC) as dehydration reagent under the catalysis of 4-(dimethylamino) pyridine(DMAP). The structure of Compound Ⅲ was confirmed by IR, ¹H NMR, ¹³C NMR and HRMS spectra, the pyrolysis of Compound Ⅲ was tested. The results showed that: 1) Compound Ⅲ was the target compound, 2, 3-pyrazinedicarboxylic acid dianisalcohol ester. 2) The yield of Compound Ⅲ reached 57%under the optimal reaction conditions of the mole ratio of the acid and anisalcohol 1:2.1, with an amount of 1.5 mmol each for the acid and DMAP, reacting for 12 hours at room temperature. 3) The primary and secondary pyrolysis temperatures of Compound Ⅲ were 266.9and 530.8 Ⅲ, respectively. Its mass loss reached about 70.62% around 400 Ⅲ and mass loss rate peaked at 274.9 Ⅲ. 4) Pyrolysis temperature affected the composition and relative contents of pyrolysis products significantly. The major pyrolysis products at different temperatures included pyrazine, 4-methylanisole, anisole, p-anisaldehyde and benzaldehyde among others.