Electric Literature of 4744-50-7,Some common heterocyclic compound, 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, molecular formula is C6H2N2O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a stirred solution of 5.05 g (33.63 mmol) of commercially available 2,3- pyrazinedicarboxylic anhydride in 300 mL of CHCI3 was added 12.34 g (33.63 mmol) of (tert-butoxycarbonylmethylene)-triphenylphosphorane. The resulting solution was heated to 62 C for 2 days. The reaction mixture was concentrated in vacuo and the residue purified via flash column chromatography over silica gel (monitored by thin layer chromatography) and eluted with 1 : 1 (v/v) hexanes:ethyl acetate. Evaporation of the collected fractions yielded 2.99 g (36% yield) of (E)l(Z)-tert-buty 2-(7-oxofuro[3,4-b]pyrazin-5(7H)-ylidene)acetate (Compound 1) as a mixture of geometrical isomers (~1 : 1) that was not separated: 1H NMR (CDCI3, 300 MHz): 5ppm 9.03 (d, J= 2.4 Hz, 1H), 8.96 (d, J= 2.4 Hz, 1H), 8.92 (d, J= 2.4 Hz, 1H), 8.90 (d, J= 2.4 Hz, 1H), 6.32 (s, 2H), 1.58 (s, 18H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Pyrazinecarboxylic anhydride, its application will become more common.
Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; WASMUTH, Andrew; LANDRY, Donald, W.; DENG, Shi, Xian; RAMASAMY, Ravichandran; SCHMIDT, Ann Marie; MYLARI, Banavara, L.; WO2012/9553; (2012); A1;,
Pyrazine – Wikipedia,
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