Extended knowledge of 1386861-46-6

The synthetic route of 2-Chloro-6-methyl-N-phenylbenzamide has been constantly updated, and we look forward to future research findings.

Reference of 1386861-46-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1386861-46-6, name is 2-Chloro-6-methyl-N-phenylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under an inert atmosphere, to a mixture of Example 2b (13.7 g, 55.9 mmol) in THF (100 mL) was added n-BuLi (2.5 mol/L, 44.7 mL, 111.8 mmoL) dropwise over 30 mm at -30C, which was stirred at room temperature for 1 hour. The resulting solution was used for next step directly. To a solution of Example 2c (cas: 87694-49-3, 19.5 g, 83.9 mmol) in THF (100 mL) was added i-PrMgC1 (1 mol/L, 92.2 mL, 92.2 mmol) dropwise over 30 mm. The reaction mixture was stirred at -3 0C for 1 hour, which was then added to the above mixture dropwise at -3 0C. The resulted solution was stirred at -15C for 3 hours, and then quenched with water (120 mL), followed by addition of EtOAc (300 mL). The organic layer was washed with NH4C1 (sat.), and brine, and concentrated in vacuo to give yellowish oil, which was used for next step directly without further purification. To the solution of above yellowish oil in methanol (90 mL) was added concentrated HC1 (90 mL) at room temperature. The resulting solution was stirred at 95C for 16 hours and then cooled to room temperature. The mixture was washed with brine, and concentrated in vacuo. The residue was extracted with EtOAc, and the organic layers were basified with NaHCO3 powder to pH = 8.5, and then extracted with DCM. The combined organic phases were washed with brine, concentrated and the residue was purified by silica gel chromatography (DCM/MeOH = 10/1) to give the desired product Example 2d (8.0 g, yield 48%) as a light yellow solid.?HNMR (400 MHz, Chloroform-d) 7.47 (m, 6H), 7.26 (d, J= 6.7 Hz, 2H), 6.70 (s, 1H), 3.70 (q, J 6.5 Hz, 1H), 1.25 (d, J 6.5 Hz, 3H).

The synthetic route of 2-Chloro-6-methyl-N-phenylbenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (106 pag.)WO2019/28395; (2019); A1;,
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