2-cyano-N-(4-phenyl-1,3-thiazol-2-yl)acetamide synthesis
- Product Name:2-cyano-N-(4-phenyl-1,3-thiazol-2-yl)acetamide
- CAS Number:31557-89-8
- Molecular formula:C12H9N3OS
- Molecular Weight:243.28
2010-06-2
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Yield:31557-89-8 85%
Reaction Conditions:
with sodium ethanolate in ethanol; for 3 h;Reflux;Inert atmosphere;
Steps:
49 General procedure Cl: Amide formation using NaOEt or NaOMe
General procedure: To a mixture of the appropriate aminothiazole (1 eq) and ethyl cyanoacetate (1.5 eq) in anhydrous EtOH or MeOH (2 mL per 1 mmol of aminothiazole, unless stated otherwise) was added a solution of NaOEt (21% in EtOH) (1.5 eq, unless stated otherwise) or NaOEt (about 1 niM in EtOH, freshly made from Na and anhydrous EtOH) at 25 °C. The mixture was heated to 55 °C for 5 h (unless stated otherwise). A saturated aqueous solution of NH4CI (10 mL per 1 mmol of aminothiazole) was added and the mixture was extracted with EtOAc (3 x 15 mL per 1 mmol of aminothiazole). The organic extracts were washed with water (10 mL per 1 mmol of aminothiazole), brine (10 mL per 1 mmol of aminothiazole), dried over MgSC>4, filtered, and the solvent was evaporated in vacuo. The residue was purified by column chromatography on silica gel (unless stated otherwise) to provide the desired amide.
References:
WO2019/201867,2019,A1 Location in patent:Page/Page column 11; 13; 14; 41
70-11-1
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