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. 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 3-amino-5-bromo-2-methylbenzoate
Example 112:Methyl 5-bromo-3-(6-bromohexanamido)-2-methyl benzoateTo a stirred solution of 6-bromohexanoic acid (3 g, 15.38 mmol) in DCM (25 mL) at 0 C was added drop-wise solution of oxalyl chloride (1.481 mL, 16.92 mmol) in DCM (10 mL). After complete addition, the reaction mixture was stirred at 0 C and then at RT for 30 mm. After completion of the reaction, solvents were removed, the resulting mixture was dried and was added drop-wise to thepreviously cooled solution of methyl 3-amino-5-bromo-2-methyl benzoate (3.75 g,15.38 mmol) in DCM (30 mL). To the resulting mixture was added triethylamine(4.29 mL, 30.8 mmol) and stirred for 2 h. The reaction mixture was quenched withwater, extracted with DCM and the organic layer was washed with brine solution.The organic layer was dried over anhydrous sodium sulphate and evaporated toobtain a brown residue. The residue was purified by column chromatography(silica gel, 2:8 ethyl acetate: petroleum ether) to yield the title compound.Yield: 4.7 g (72 %); 1H NMR (DMSO-d6, 300 MHz): 6 9.56 (5, 1 H), 7.78 (d, J = 1.8 Hz, 1H), 7.68 (d, J = 1.8 Hz, 1H), 3.84 (5, 3H), 3.55 (t, J = 6.6 Hz, 2H), 2.37 (t, J = 7.2 Hz, 2H), 2.27 (5, 3H), 1 .89 (m, 2H), 1.68 (m, 2H), 1 .49 (m, 2H); MS(ESl+): m/z 422.2 [M+H], HPLC Purity: 99.56 %.
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; PIRAMAL ENTERPRISES LIMITED; ROYCHOWDHURY, Abhijit; SHARMA, Rajiv; GUPTE, Amol; KANDRE, Shivaji; GADEKAR, Pradip, Keshavrao; CHAVAN, Sambhaji; JADHAV, Ravindra, Dnyandev; THAKRE, Gajanan, Amrutrao; BAJAJ, Komal; JANRAO, Ravindra, Ashok; DEHADE, Amol; GAIKWAD, Nitin; KADAM, Kishorkumar; MORE, Tulsidas, Sitaram; GUHA, Tandra; SEELABOYINA, Balapadmasree; SABLE, Vikas, Vasant; WO2015/110999; (2015); A1;,
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