Simple exploration of Diethyl 2-(2-cyanoethyl)malonate

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

17216-62-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 17216-62-5, name is Diethyl 2-(2-cyanoethyl)malonate, A new synthetic method of this compound is introduced below.

EXAMPLE 9 1,4,8,11-Tetraaza-6-(2-cyanoethyl)-5,7-dioxoundecane, 8 Diethyl 2-(2-cyanoethyl)malonate 7 (5.0 g, 23.5 mmole–Aldrich Chemical Company) was added dropwise over a one hour period to a stirred portion of freshly distilled ethylene diamine (15 g, 0.25 mole) which was maintained under nitrogen at O C. The stirred solution was allowed to warm to room temperature (25 C.) and stirring was continued over a four day period. At this point, the excess ethylene diamine was removed in vacuo with care to avoid heating over 40 C. The crude clear oil which resulted was subjected to flash chromatography using Solvent System 3 as the eluent to give 2.3 g (8.81 mmole) of 1,4,8,11-tetraaza-6-(2-cyanoethyl)-5,7-dioxoundecane as a clear viscous oil in 37 percent yield (Rf =0.39/Solvent System 3): 1 H NMR (CDCl3) delta 7.59 (t, 2H, amide H), 3.29 (m, 5H, methine H and alpha-amido CH2), 2.82 (dt, 4H), beta-amido CH2) 2.48 (t, 2H, alpha-nitrile CH2) 2.21 (q, 2H, beta-nitrile CH2),1.39 (s, 4H, amino NH); 13 C NMR (CDCl3) delta 169.6 (amide carbonyl), 118.9 (nitrile), 52.9, 42.3, 41.2, 27.1, 15.4.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; The Dow Chemical Company; US5489425; (1996); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts