New downstream synthetic route of N-Cyanoacetylurethane

Statistics shows that N-Cyanoacetylurethane is playing an increasingly important role. we look forward to future research findings about 6629-04-5.

Application of 6629-04-5, These common heterocyclic compound, 6629-04-5, name is N-Cyanoacetylurethane, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred and cooled (5-10C) mixture of 5.6 parts of 4-amino-alpha-(4-chlorophenyl)-2-methoxybenzeneacetonitrile, 6.2 parts of concentrated hydrochloric acid and 50 parts of acetic acid is added dropwise, during a 15 minutes period, a solution of 1.25 parts of sodium nitrite in 10 parts of water at about 10C. Upon completion, the whole is stirred for 60 minutes and then 3.6 parts of anhydrous sodium acetate and 2.8 parts of ethyl (2-cyanoacetyl)carbamate are added and stirring is continued for 2 hours at room temperature. The reaction mixture is poured into 250 parts of water. The product is filtered off, washed with water and dissolved in a mixture of trichloromethane and methanol (90:10 by volume). The organic layer is dried, filtered and evaporated. The residue is purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated in vacuo , yielding ethyl [2-[[4-[(4-chlorophenyl)cyanomethyl]-3-methoxyphenyl]hydrazono]-2-cyanoacetyl]carbamate.

Statistics shows that N-Cyanoacetylurethane is playing an increasingly important role. we look forward to future research findings about 6629-04-5.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; EP232932; (1991); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts