Analyzing the synthesis route of 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

According to the analysis of related databases, 1080-74-6, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1080-74-6 as follows. Formula: C12H6N2O

To a solution of intermediate 44 (255 mg, 0.15 mmol) in anhydrous chloroform (16 cm3) is added pyridine (0.85 cm3, 1 1 mmol). The mixture is then degassed with nitrogen before cooling to -40 C. 3- (Dicyanomethylidene)indan-l -one (205 mg, 1 .05 mmol) is added and the solution is further degassed for 10 minutes and with stirring, is allowed to warm before being held at -15 to -20 C. After 4 hours the reaction mixture is then added to methanol (100 cm3) washing in with methanol (2 x 10 cm3) and dichloromethane (10 cm3). Additional methanol (50 cm3) is added and the suspension stirred for 10 minutes before the solid is collected by vacuum filtration, washing the solid with additional methanol (3 x 10 cm3). The crude product is purified by silica plug (40-60 petrol:dichloromethane; 1 :4), concentrating the product in vacuo. The solid is then triturated with methanol (3 x 10 cm3) and collected by filtration, before being additionally washed with cyclohexane (3 x 10 cm3), diethyl ether (3 x 10 cm3), acetone (3 x 10 cm3), methyl ethyl ketone (10 cm3) and ethyl acetate (3 x 10 cm3) to give compound 103 (203 mg, 66%) as a partially pure black solid. 1H NMR (400 MHz, CDCIs) 9.58 (2H, s), 9.28 (2H, d, J 8.6), 8.74 (2H, d, J 7.8), 8.36 (2H, s), 7.93 – 8.00 (4H, m), 7.75 – 7.86 (4H, m), 7.23 – 7.27 (8H, m), 6.83 – 6.89 (8H, m), 3.92 (8H, t, J 6.5), 1 .70 – 1 .80 (8H, m), 1 .38 – 1 .46 (8H, m), 1 .18 – 1 .37 (64H, m), 0.87 (12H, t, J 6.9).

According to the analysis of related databases, 1080-74-6, the application of this compound in the production field has become more and more popular.