ChemicalBook CAS DataBase List M-AMINOBENZYL CYANIDE

M-AMINOBENZYL CYANIDE synthesis

6synthesis methods

Product Name:M-AMINOBENZYL CYANIDE
CAS Number:4623-24-9
Molecular formula:C8H8N2
Molecular Weight:132.16

621-50-1 Synthesis

621-50-1
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4623-24-9
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$51.32/0.25g

Yield: 98%

Reaction Conditions:

with iron;ammonium chloride in ethanol;water at 85; for 1 h;

Steps:

General Procedure for the Preparation of 3,4-dialkylaniline; 3-Methyl-4-(2-(methylthio)ethoxy)aniline (10a), Method A.
General procedure: To a solution of 2 (150.1 mg, 0.66 mmol) and NH₄Cl (183.6 mg, 3.43 mmol) in a mixture of EtOH/H₂O (5:1, 6 mL) was added iron (Fe) powder (184.4 mg, 3.30 mmol) and vigorously stirred at 85 °C for 1 h. After the mixture was allowed to cool to room temperature, the solid was removed by filtration through a Celite pad, and the filtrate was concentrated. The residue was purified by column chromatography (EtOAc/hexane, 20:70) to afford 10a (99.2 mg, 76%) as a brown oil;

References:

Suebsuwong, Chalada;Pinkas, Daniel M.;Ray, Soumya S.;Bufton, Joshua C.;Dai, Bing;Bullock, Alex N.;Degterev, Alexei;Cuny, Gregory D. [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 4,p. 577 - 583] Location in patent:supporting information