ChemicalBook CAS DataBase List Ethanone,1-(2-amino-3-chlorophenyl)-

Ethanone,1-(2-amino-3-chlorophenyl)- synthesis

11synthesis methods

Product Name:Ethanone,1-(2-amino-3-chlorophenyl)-
CAS Number:56762-32-4
Molecular formula:C8H8ClNO
Molecular Weight:169.61

7137-38-4
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56762-32-4
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Yield:56762-32-4 80%

Reaction Conditions:

with iron;acetic acid at 1; for 80 h;Cooling;Inert atmosphere;

Steps:

5 l-(2-amisio-3-chIorophenyl)ethasi-l-osie.
To a solution of l-(3-chloro-2-nitrophenyl)ethan-l-one (65 g, (0387) 0,33 mol) in glacial acetic acid (500 mL) was added iron powder (55 g, 0.98 mol). Shake the slurry until it thick. Use cooling to prevent a reflux. Let the mixture sit for 1 hr at 80^C'C shaking ever hour to make sure it is mixed. Cool and quench with 10% sodium hydroxide. Extract product by shaking with ethyl acetate and then separating the emulation by centrifugation followed by decanting the organic layer. Repeat 3 times. Filter through celite, dry over sodium sulfate and evaporate in vacuo to give the aniline (44.1 g, 80%). 1H- NMR (400 MHz; CDC13); δ 7.76 id, ,/ 7.8 Hz, I H), 7.70 (d, ,/ 8.1 Hz, 1 1 1 ), 7.56 (t, J= 8.0 Hz, IH), 2.61 (s, 3H).

References:

THE SCRIPPS RESEARCH INSTITUTE;BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM;LAIRSON, Luke L.;BOLLONG, Michael J.;SCHULTZ, Peter G.;MANI, Sendurai A. WO2019/89577, 2019, A1 Location in patent:Paragraph 00167; 00166

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