Category: 5121-34-6

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. 5121-34-6, name is Methyl 2-amino-3-methoxybenzoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Step A:; To a solution of 2-amino-3-methoxybenzoate (1.62 g, 8.97 mmol) in DMF (15 mL) was added N-bromosuccinimide (1.76 g, 9.87 mmol). The resulting mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with ether and water. The aqueous layer was isolated and extracted with ether (2×100 mL). The combined organic layers were washed with water (2×100 mL), brine, dried over Na2SO4, filtered and concentrated to afford a brown solid. The crude material was purified by column chromatography (silica gel, 95:5 hexanes/ethyl acetate) to afford the desired product (2.08 g, 89%) as a light orange solid: 1H NMR (300 MHz, CDCl3) delta 7.60 (d, J=2.1 Hz, 1H), 6.90 (d, J=2.1 Hz, 1H), 6.03 (br s, 2H), 3.86 (s, 6H); MS (ESI+) m/z 259 (M+H).

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; AMR Technology, Inc.; US2006/183769; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 5121-34-6, These common heterocyclic compound, 5121-34-6, name is Methyl 2-amino-3-methoxybenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of compound 53 (22.4 g 123 mmol) in DMF (250 mL) was added N-bromosuccinimide (21.9 g, 123 mmol) portionwise at 0 C. The mixture was stirred at 0 C for 0.5 h. To the mixture was added water and extracted with EtOAc (500 mL x 2). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the desired compound 54 (27.5 g, 86%) as a white solid.

Statistics shows that Methyl 2-amino-3-methoxybenzoate is playing an increasingly important role. we look forward to future research findings about 5121-34-6.

Reference:
Patent; GREEN CROSS CORP.GREEN CROSS CORPORATION; CHOI, SOONGYU; SONG, KWANG-SEOP; LEE, SUK HO; KIM, MIN JU; SEO, HEE JEONG; PARK, EUN-JUNG; KONG, YOUNGGYU; PARK, SO OK; KANG, HYUNKU; JUNG, MYUNG EUN; LEE, KINAM; KIM, HYUN JUNG; LEE, JUN SUNG; LEE, MIN WOO; KIM, MI-SOON; HONG, DONG HO; KANG, MISUK; (278 pag.)JP5876570; (2016); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 5121-34-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5121-34-6 name is Methyl 2-amino-3-methoxybenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[Step b] To a solution of compound 2 (86.7 g, 473 mmol) in N,N-dimethylformamide (430 mL) was added N-bromosuccinimide over 15 min under ice-cooling, and the mixture was stirred for 1 hr. To the reaction solution were added saturated aqueous sodium hydrogen carbonate solution (500 mL) and water (500 mL), and the mixture was extracted with ethyl acetate (1.0 L). The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by silica gel chromatography, and suspended and washed in n-hexane (120 mL) to give compound 3 (108 g, 88.1 %). 1H-NMR (400 MHz, CDCl3)delta: 3.87(6H, s), 6.03(2H, brs), 6.90(1H, d, J=2.0Hz), 7.26(1H,s), 7.60(1H, d, J=2.4Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-3-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; TAKAHASHI, Taichi; UMINO, Akinori; IIJIMA, Daisuke; TAKAMATSU, Hisayuki; (173 pag.)EP3135667; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics