Synthetic Route of 17289-26-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 17289-26-8, name is 1-Methyl-1H-imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.
190c) (Z)-tert-Butyl 3-(1 -methyl- -imidazol-4-yl)acrylate To a solution of tert-butyl 2-(diethoxyphosphoryl)acetate (9.62 g, 38.1 mmol) in tetrahydrofuran (THF) (50 mL), sodium hydride (1 .831 g, 45.8 mmol) was added. The reaction mixture was stirred at 0 C under N2 for 10 mins. Then a solution of 1 -methyl- 1 H-imidazole-4-carbaldehyde (4.2 g, 38.1 mmol) in THF (50 mL) was added and the reaction mixture was stirred at 0 C for 150 mins. Water (100 mL) was added and extracted with ethyl acetate (3x). The organic layer was washed with water (2x) and brin (2x), dried over Na2S04 and concentrated. The crude product was purified on silica gel chromatography (hexane:ethyl acetate :TEA= 1 :1 :0.01) to afford the title compound (Z)- tert-butyl 3-(1 -methyl-1 H-imidazol-4-yl)acrylate (6.1 g, 28.7 mmol, 75 % yield) as colorless oil. LC-MS m/z 201 .1 (M+H)+, 1 .72 min (ret. time).
The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-imidazole-4-carbaldehyde. I believe this compound will play a more active role in future production and life.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
Imidazole – Wikipedia,
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