A new synthetic route of 4-Amino-3-nitrobenzonitrile

According to the analysis of related databases, 6393-40-4, the application of this compound in the production field has become more and more popular.

6393-40-4, 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 6393-40-4 as follows.

A sample of 2 (6.13 mmol) was suspended in 55 mL ofdry methanol and the suspension was saturated with HCl(g)for 30 min. After 4 days stirring at room temperature, thesuspension was filtrated and the solid was washed with120 mL of ethyl ether. The yellow solid obtained wasdissolved in dry methanol and saturated with NH3 during6 h. The solution was concentrated to half and to theresulting solution was added 60 mL of ethyl ether. Theresulting precipitated was collected by filtration and washedwith 50 mL of ethyl acetate, affording the interest product. 4-Amino-3-nitrobenzamidine hydrochloride (3) This product was obtained as a yellow solid (60%yield); mp > 300 C; IR (ATR) nu / cm-1 3453, 3420 (NH2),3134, 3052 (NH.HCl amidine), 1685 (C=N), 1628 (NH2);1H NMR (200 MHz, DMSO-d6) delta 9.38 (br s, 2H, Hamidine), 9.12 (br s, 2H, H amidine), 8.62 (s, 1H, H arom.),8.17 (s, 2H, NH2), 7.87 (d, J 9.0 Hz, 1H, H arom.), 7.19 (d,J 9.0 Hz, 1H, H arom.); 13C NMR (50 MHz, DMSO-d6) delta 163.5, 149.1, 133.6, 129.6, 127.6, 119.4, 113.2.

According to the analysis of related databases, 6393-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; de Souza, Thiago B.; Oliver, Josidel C.; Gomes, Ana Paula B.; Aragao, Cicero Flavio S.; Ferreira, Leandro S.; Nogueira, Fernando Henrique A.; Dias, Amanda Latercia T.; Alves, Ricardo J.; Journal of the Brazilian Chemical Society; vol. 29; 6; (2018); p. 1304 – 1317;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts