Eco-friendly insecticidal agent against
Synthesis of ethyl ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate and its use as an insecticidal agent.
1 . A compound having the formula I:
2 . An insecticidally acceptable composition comprising an insecticidally effective amount of ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound having the formula I:
and an insecticidally acceptable carrier.
3 . A method of killing insects comprising applying an insecticidally effective amount of the insecticidally acceptable composition of claim 2 to the insects or to a target site of insect infestation.
4 . The method of killing insects of claim 3 , wherein the insects belong to the species Aphis gossypii.
5 . The method of killing insects of claim 4 , wherein the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound has an LC 50 of about 0.561 ppm against the species Aphis gossypii after 24 hours of treatment.
6 . The method of killing insects of claim 4 , wherein the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound has an LC 50 of about 0.112 ppm against the species Aphis gossypii after 24 hours of treatment.
7 . The method of killing insects of claim 3 , wherein the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound is applied to cotton leaves.
8 . The method of killing insects of claim 3 , wherein about 12.5 ppm to about 200 ppm of the insecticidally acceptable composition is applied to the insects or to the target site.
9 . A method of repelling insects comprising applying to a target site of insect infestation an insecticidally effective amount of the insecticidally acceptable composition of claim 2 .
10 . The method of repelling insects of claim 9 , wherein the insects belong to the species Aphis gossypii.
11 . A method of controlling an insect pest, comprising applying to a target site of insect infestation an insecticidally effective amount of the insecticidally acceptable composition of claim 2 .
12 . The method of controlling the insect pest of claim 11 , wherein the insect pest belongs to the species Aphis gossypii.
13 . A method of making an ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound, the method comprising:
combining cyanoguanidine, diethyl malonate, and sodium ethoxide to obtain a reaction mixture;
treating the reaction mixture with 3-(4-chlorophenyl) acrylaldehyde to obtain ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate.
14 . The method of making the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound of claim 13 , wherein the diethyl malonate is in ethanol.
15 . The method of making the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound of claim 14 , wherein a catalytic amount of the sodium ethoxide is added.
16 . The method of making the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound of claim 14 , wherein the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate is obtained in about an 62% yield.
17 . The method of making the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound of claim 14 , wherein the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate has a melting point of at least about 166° C. to about 168° C.
18 . The method of making the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate compound of claim 14 , wherein the ethyl-4-[2-(4-chlorophenyl)ethenyl]-2-(cyanoimino)-6-oxohexahydropyrimidine-5-carboxylate is a white solid.