Extracurricular laboratory: Synthetic route of 10272-06-7

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10272-06-7, name is 3-Chloro-5-methoxyaniline, A new synthetic method of this compound is introduced below., Safety of 3-Chloro-5-methoxyaniline

To a solution of compound obtained from Step c (0.1 g, 0.3003 mmoles) in 7V,7V- dimethylformamide (1 ml) were added 1 -hydroxy benzotriazole (0.04 g, 0.3003 mmoles), N-ethyldiisopropyl amine (0.116 g, 0.9009 mmoles) and 3-chloro-5-methoxyaniline (0.047 g, 0.3003 mmoles) at room temperature. The reaction mixture was allowed to stir at room temperature for about 5 minutes and then l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.086 g, 0.4505 mmoles) was added to it. The reaction mixture was again stirred at room temperature for about 12 hours. After completion, the solvent was evaporated under vacuum, diluted with water and extracted with ethyl acetate. The resulting organic layer was washed with water, dried over anhydrous sodium sulphate, filtered and evaporated under vacuum to afford an oily residue which was purified through flash column chromatography eluting with ethyl acetate :dichloromethane (3:7) to afford the title compound as white solid. Yield: 0.07g.1H NMR (400 MHz, DMSO-i? delta: 9.48 (s, 1H), 7.82 – 7.88 (m, 2H), 7.37 – 7.44 (m, 2H), 7.28 – 7.34 (m, 2H), 7.18 – 7.24 (m, 1H), 7.15 (d, J= 13.64 Hz, 1H), 7.10 (d, J= 8.08 Hz, 2H), 4.91 (s, 2H), 3.82 (s, 3H), 3.07 (s, 3H), 2.17 (s, 3H), 2.15 (s, 3H ).Mass spectrum (m/z, +ve ion mode): 472 [M++l], 474 [M++l+2].

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; VERMA, Ashwani Kumar; MALHOTRA, Sanjay; GHORPADE, Satish Madhav; DAWANGE, Mahesh Balasaheb; RAY, Abhijit; GUPTA, Suman; SRIVASTAVA, Punit; DASTIDAR, Sunanda Ghosh; WO2012/14127; (2012); A1;,
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