Category: 55877-79-7

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. 55877-79-7, name is 5-Chloro-2-methoxybenzonitrile, A new synthetic method of this compound is introduced below., name: 5-Chloro-2-methoxybenzonitrile

Exam le 10Molecular Weight: 167.6 Molecular Weight: 201 .7[00304] In a 3 -neck 100 mL round-bottomed flask, on magnetic stirrer, slurry of sodium hydrosulfide hydrate (4.33 g, 2.0 eq) and magnesium chloride hexahydrate(1.52 g, 1.0 eq.) in DMF(15mL) was added. 3-Chloro-5-methoxybenzonitrile (1.25 g, 1.0 eq) was added in one portion and the reaction mixture was stirred at room temperature for 1- 2 h. The progress of reaction was followed by TLC using ethyl acetate: hexane (1 : 1) as mobile phase. The resulting green slurry was poured in 150 mL water and the resulting precipitates were collected by filtration. The crude product was re-suspended in 1 N HC1 and stirred for 45 min., then filtered and washed with water to give intermediate- 1 (1.2 g, 80%). Mass/LCMS: 202.0.

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; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 55877-79-7, name is 5-Chloro-2-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 55877-79-7

General procedure: 2-Ethylbenzonitrile (7.6mmol) and KOH (24.8mmol) were suspended in ethane-1,2-diol (10mL) and stirred at 170C for 7h. Then, the reaction mixture was cooled down to rt, H2O (50mL) was added and the resulting mixture was extracted three times with ether (30mL). pH of the aqueous layer was adjusted to 1 by diluted HCl and the aqueous phase was extracted three times with ether (40mL). Organic phases were collected, extracted three times with H2O (40mL) and dried over Na2SO4. The solvent was removed and obtained compound was directly used in the next step. Yield: 89.0%, white solid; mp: 64-65C; IR: 3400-2300 (b, OH), 2977 (as CH3), 2955 (as CH2), 2869 (s CH3), 1681 ( CO), 1601, 1575, 1488, 1447 ( CC aromatic) cm-1; 1H NMR (DMSO-d6, 300MHz): delta 12.79 (1H, br s, COOH), 7.76 (1H, d, J=7.0Hz), 7.43 (1H, t, J=7.5Hz), 7.33-7.21 (2H, m), 2.90 (2H, q, J=7.4Hz, CH2), 1.14 (3H, t, J=7.4Hz, CH3); 13C NMR (DMSO-d6, 75MHz): delta 169.14, 145.12, 131.96, 130.54, 130.35, 130.34, 126.04, 27.03, 16.32.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 55877-79-7.

Reference:
Article; Kozic, Jan; Novak, Zden?k; ?imal, Vaclav; Profant, Vaclav; Kune?, Ji?i; Vin?ova, Jarmila; Tetrahedron; vol. 72; 17; (2016); p. 2072 – 2083;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 55877-79-7, name is 5-Chloro-2-methoxybenzonitrile, molecular formula is C8H6ClNO, 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. Product Details of 55877-79-7

To a glass lined reactor were charged potassium tert-butoxide (1.5 kg/kg, 2.4 equiv) and THF (12.2 kg/kg) at 0 C. A mixture of Compound 4 (1.0 kg), L-methyl-N- formyl hydrazine (1.0 kg/kg, 2.30 equiv) and THF (5.3 kg/kg, 6.0 L/kg) was added slowly. The reactor line was r sed with THF (0.5 kg/kg). The reaction crude was aged at 0 C until reaction reached completion. Water (5.0 kg/kg) was added, and the resulting mixture was aged at 0 C for 30 min, heated to 40 C and aged for additional 30 min. The layers were separated and the aqueous layer was discarded. The organic layer was washed with brine (15 wt%, 5.7 kg/kg) before distilling under vacuum until total volume became approximately 5 L/kg. Four put/take distillations with ethyl acetate (4 x 10 L/kg) were undertaken for the purpose of azeotropic drying. The crude was cooled to 20 C. Sulfuric acid (0.66 kg/kg, 1.10 equiv.) was added, and the slurry was agitated for 2-3 h. Product was isolated by filtration. The cake was consecutively washed with ethyl acetate (2 c 6.5 L/kg) and heptane (8 L/kg), and dried under vacuum at 45 C. Compound 5 was isolated in 99 AP and 83% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 55877-79-7, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ROBERTS, Daniel Richard; (0 pag.)WO2019/232138; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts