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ChemicalBook CAS DataBase List 4-Methyl-3-nitrobenzonitrile
939-79-7

4-Methyl-3-nitrobenzonitrile synthesis

5synthesis methods
-

Yield:939-79-7 95%

Reaction Conditions:

with sulfuric acid;nitric acid at 0; for 2 h;

Steps:

38.A
A. 4-Methyl-3-nitrobenzonitrile. Nitric acid (20 mL) was added dropwise to a 0° C. mixture of 4-tolunitrile (11 g, 0.098 mol) in H2SO4 (20 mL) over 1 h. The reaction mixture was stirred at 0° C. for a further hour, then was poured onto crushed ice. The resulting precipitate was collected by filtration, providing the title compound as a white solid (15.2 g, 95%). 1H NMR (500 MHz, CDCl3): 8.27 (d, J=1.6 Hz, 1H), 7.78 (dd, J=8.0, 1.7 Hz, 1H), 7.51 (d, J=8.0 Hz, 1H), 2.69 (s, 3H).

References:

Allison, Brett D.;Hack, Michael D.;Phuong, Victor K.;Rabinowitz, Michael H.;Rosen, Mark D. US2005/38032, 2005, A1 Location in patent:Page/Page column 29

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