5-chloro-2-ethylbenzenamine

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5-chloro-2-ethylbenzenamine Basic information
Product Name:5-chloro-2-ethylbenzenamine
Synonyms:5-chloro-2-ethylbenzenamine;Benzenamine, 5-chloro-2-ethyl-;Carbamicacid,N-[2-(2-bromoethoxy)ethyl]-,1,3-dimethylethylester;5-Chloro-2-ethylaniline
CAS:3843-97-8
MF:C8H10ClN
MW:155.62
EINECS:
Product Categories:
Mol File:3843-97-8.mol
5-chloro-2-ethylbenzenamine Structure
5-chloro-2-ethylbenzenamine Chemical Properties
Boiling point 155 °C(Press: 33 Torr)
density 1.140±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka3.31±0.10(Predicted)
AppearanceLight yellow to yellow Liquid
Safety Information
MSDS Information
5-chloro-2-ethylbenzenamine Usage And Synthesis
Synthesis
4-chloro-1-ethyl-2-nitrobenzene

2001-16-3

5-chloro-2-ethylbenzenamine

3843-97-8

Step 3: Synthesis of 5-chloro-2-ethylaniline A methanol (50 mL) solution of hydrazine hydrate (6.95 mL, 134.7 mmol) was slowly added dropwise to a methanol (120 mL) solution of 4-chloro-1-ethyl-2-nitrobenzene (6.25 g, 33.7 mmol). Ferric (III) chloride (547 mg, 3.4 mmol) and activated carbon (547 mg) were added as catalysts to the reaction system. The reaction mixture was stirred under reflux conditions for 13 hours. After completion of the reaction, the solid catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated. The resulting crude product was purified by fast chromatography (eluent: hexane/ethyl acetate = 9:1) to afford the light pink oily target compound 5-chloro-2-ethylaniline (5.09 g, 97% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm: 1.09 (t, J = 7.51 Hz, 3H), 2.39 (q, J = 7.49 Hz, 2H), 5.13 (s, 2H), 6.47 (dd, J = 8.06, 2.20 Hz, 1H), 6.62 (d, J = 2.20 Hz, 1H), 6.89 (d, J = 8.06 Hz, 1H). J = 8.06 Hz, 1H).

References[1] Patent: WO2016/106331, 2016, A1. Location in patent: Paragraph 0222
[2] Patent: WO2012/139930, 2012, A1. Location in patent: Page/Page column 72
[3] Patent: WO2012/143248, 2012, A1. Location in patent: Page/Page column 24
[4] Patent: WO2014/19908, 2014, A2. Location in patent: Page/Page column 33
[5] Patent: US2014/51708, 2014, A1. Location in patent: Paragraph 0722; 0723
5-chloro-2-ethylbenzenamine Preparation Products And Raw materials
Raw materials3-bromophthalic acid-->4-chloro-1-ethyl-2-nitrobenzene-->Ferric chloride-->Hydrazine hydrate-->4-Ethylaniline-->Methanol
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