Adding a certain compound to certain chemical reactions, such as: 367-22-6, name is 4-Chloro-3-fluoroaniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 367-22-6, Formula: C6H5ClFN
To a solution containing para- chloro-meta-fluoroaniline (10.0 g, 70.1 mmol) in 600 mL THF at 0 C was added Et3N (9.1 1 mL, 70.1 mmol) followed by ethyl oxalylchloride (7.70 mL, 70.1 mmol) dropwise over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 18 hrs. The reaction mixture was filtered and the filter cake was washed with one-300 mL portion of ethyl acetate. The organic phase was washed with two- 100 mL portions of IM HCl, dried over MgSO4, filtered, and concentrated to give the product. Recrystallization from hot Et2theta gave the product as a colorless crystalline solid: yield 14.4 g (84%); 1H NMR (500 MHz, CDCl3): delta 1.43 (t, J = 7.0 Hz, 3H), 4.42 (q, J= 7.0 Hz, 2H), 7.25 (dq, J= 8.5, 1.0 Hz, 1H), 7.37 (t, J= 8.5 Hz, 1H), 7.72 (dd, J= 10.5, 2.5 Hz, 1H), 8.94 (br, 1H).
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Reference:
Patent; DANA FARBER CANCER INSTITUTE; JOHNS HOPKINS UNIVERSITY; UNIVERSITY OF PENNSYLVANIA; SODROSKI, Joseph; MADANI, Navid; SCHON, Arne; LA LONDE, Judith, M.; COURTER, Joel, R.; SOETA, Takahiro; NG, Danny; FREIRE, Ernesto; SMITH, Amos, B.; WO2010/53583; (2010); A2;,
Chloride – Wikipedia,
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