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ChemicalBook CAS DataBase List Benzonitrile, 2-amino-3-hydroxy-
211172-52-0

Benzonitrile, 2-amino-3-hydroxy- synthesis

2synthesis methods
2-Nitro-3-hydroxy benzonitrile

129298-23-3

Benzonitrile, 2-amino-3-hydroxy-

211172-52-0

B. 3-Hydroxy-2-nitrobenzonitrile (1.31 g) was mixed with 10% Pd/C (131 mg) in a solvent mixture of ethanol (9 mL) and ethyl acetate (18 mL), and the reaction was stirred overnight under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through diatomaceous earth and the filtrate was subsequently concentrated. The resulting residue was purified by column chromatography (eluent: hexane/ethyl acetate, 6/4) to give 2-amino-3-hydroxybenzonitrile (398 mg, 37% yield).

873-62-1 Synthesis
3-Cyanophenol

873-62-1
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Benzonitrile, 2-amino-3-hydroxy-

211172-52-0
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Yield:-

Steps:

Multi-step reaction with 2 steps
1: 20 percent / sodium nitrate; aq. sulfuric acid; NaNO2 / CH2Cl2 / 16 h / 25 °C
2: 68 percent / H2 / Pd/C / ethyl acetate / 20 h / 20 °C

References:

Widdowson, Katherine L.;Elliott, John D.;Veber, Daniel F.;Nie, Hong;Rutledge, Melvin C.;McCleland, Brent W.;Xiang, Jia-Ning;Jurewicz, Anthony J.;Hertzberg, Robert P.;Foley, James J.;Griswold, Don E.;Martin, Lenox;Lee, Judithann M.;White, John R.;Sarau, Henry M. [Journal of Medicinal Chemistry,2004,vol. 47,# 6,p. 1319 - 1321]