ChemicalBook CAS DataBase List Ethoxymethylenemalononitrile

Ethoxymethylenemalononitrile synthesis

4synthesis methods

Product Name:Ethoxymethylenemalononitrile
CAS Number:123-06-8
Molecular formula:C6H6N2O
Molecular Weight:122.12

Triethyl orthoformate (67.3 mg, 0.454 mol) and malononitrile (20.0 mg,0.302 mol) were andded to acetic anhydride (77.2 gm, 0.75 moles) and the mixture was refluxed for 4-5 h at 110-140°C. The reaction was monitored by GC. After the reaction is complete, it is cooled to room temperature. Concentrated the mixture at 70°C at reduced pressure to yield crude solid product and the pure product (Ethoxymethylenemalononitrile) was obtained through purified either by vacuum distillation.

108-24-7
5 suppliers
$14.00/250ML

109-77-3 Synthesis

109-77-3
435 suppliers
$10.00/5g

123-06-8
348 suppliers
$14.14/1gm:

Yield:123-06-8 98.69 %

Reaction Conditions:

with orthoformic acid triethyl ester at 120; under 2250.23 - 3750.38 Torr;Large scale;Temperature;Pressure;

Steps:

1-14

The feeding amount is 1.0 kg, and malononitrile (1.0 kg, 15.14 mol) and acetic anhydride (3.25 kg, 31.79 mol) are mixed uniformly at a room temperature, and marked as a material A; triethyl orthoformate (2.47 kg, 16.65 mol) is marked as a material B. The speed of a pump A is: 248 g/min, the speed of a pump B is: 157 g/min, the material A and the material B are respectively pumped into a continuous pipeline reactor (the volume is 50 L) by the pumps, the temperature is controlled at 120° C., the outlet back pressure of the continuous reactor is 0.3-0.5 MPa, the residence time is 100 min, the outlet sampling and gas chromatography (GC) analysis are performed, and the remaining raw material is 0.0-0.5%. A system flowing out from the continuous reactor is concentrated to 6 V under vacuum, the temperature is controlled at 20-30° C., and 4 V of n-heptane is dropwise added to the above system, after being dropwise added, the system precipitates a large amount of a solid. After being filtered, the solid is dried to obtain 1.83 kg of an ethoxymethylenemalononitrile product, the GC purity is 99.7%, and the yield is 98.69%.

References:

US2022/340517,2022,A1 Location in patent:Page/Page column 0034-0060

122-51-0 Synthesis