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. 367-22-6, name is 4-Chloro-3-fluoroaniline, A new synthetic method of this compound is introduced below., Product Details of 367-22-6
To a stirred solution of 20 g (137.4 mmol) 4-Chloro-3-fluoro aniline in 120 ml DCM was added 22.1 ml (274.8 mmol, 2 eq.) pyridine in one portion. The resulting solution was cooled to 0-3C in an ice bath, then a solution of 19.6 ml (151.2 mmol, 1.1 eq.) benzosulfochloride in 80 ml DCM was added dropwise within 1 h, whereas the temperature was kept between 0 and 3C. A color change from brownish over yellow and orange towards red was observed. After 1.5 h 120 ml water was added to the reaction mixture, the organic phase was washed with 120 ml water, and the aq. phase was washed twice with total 100 ml DCM. The combined organic phases were dried over Na2SO4, filtered with suction on a funnel with a fritted disk and washed with total 100 ml DCM. The solvent was carefully removed under reduced pressure, then 200 ml hexane was added. The total volume was reduced to 100 ml, whereupon the formation of a precipitate was observed. The suspension was stirred over night at 4C, the beige precipitate was filtered off with suction on a funnel with a fritted disk, washed with a total amount of 50 ml hexane and dried at 50C in vacuo for 3 h to yield 39.27 g (98.3% of theory) of the title compound as a beige solid (m.p = 114.9-116.1C). 1H-NMR data (CDCl3, 400 MHz): delta 7.82 (m, 2H), 7.60 (m, 1H), 7.48 (m, 2H), 7.24 (dd, 1H), 7.01 (dd, 2H), 6.78 (ddd, 1H). MS m/e (%): 284 ([M-H]+, 100). EA for C12H9ClFNO2S calc.: C 50.44, H 3.17, N 4.90 O 11.20. Found: C 50.46, H 3.21, N 4.92 O 11.28.
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; F. Hoffmann-La Roche AG; EP2011783; (2009); A1;,
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