Application of 111851-98-0,Some common heterocyclic compound, 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, molecular formula is C6H8N2O, 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 refluxing solution of propionic acid (450 mL) and 1-ethylimidazole-2-carboxaldehyde (62, 2.5 g, 20.0 mmol, prepared in a similar manner as the methyl imidazole derivative 20) was added pyrrole (1.40 mL, 20.0 mmol). The reaction was covered in foil then heated under reflux for 5 h. Upon cooling, the reaction mixture was exposed to air overnight. The propionic acid was then removed by vacuum distillation. Repeated purification by column chromatography (gradient elution, CHCl3/MeOH/concentrated NH4OH/EtOAc) provided porphyrin 63 as a purple solid (281 mg, 8.1%): 1H NMR (300 MHz, CDCl3) delta -2.95, -2.90, -2.87 (3 s, 2 H, atropisomer NH), 0.85-1.25 (multiple t, 12 H, atropisomer CH3), 3.61-3.88 (multiple q, 8 H, atropisomer CH2), 7.55 (d, 4 H), 7.70 (d, 4 H), 8.98 (multiple s, 8 H, atropisomer).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Ethyl-1H-imidazole-2-carbaldehyde, its application will become more common.
Reference:
Patent; Aeolus Sciences, Inc.; National Jewish Health; Duke University; Crapo, James D.; Day, Brian J.; Trova, Michael P.; Gauuan, Polivina Jolicia F.; Kitchen, Douglas B.; Fridovich, Irwin; Batinic-Haberle, Ines; (44 pag.)US9289434; (2016); B2;,
Imidazole – Wikipedia,
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