Month: June 2021

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. 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrNO2

To a 250 mL round bottom flask equipped with a magnetic stir bar was added N,N-dimethylformamide or benzenesulfonyl chloride.Stir the solution for 20 minutes.The color of the solution turned pale yellow.Add methyl 4-amino-3-bromobenzoate,The mixture was stirred at room temperature for 30 minutes.A large amount of solid product is formed, and the solid is filtered.Wash with ether and dry in vacuo.The resulting solid was then transferred to another 250 mL round bottom flask and neutralized by the addition of NaOH solution and ethyl acetate. Transfer the solution to the funnel for separation.The inorganic layer was extracted with 2 x 100 mL of ethyl acetate.After merging the organic layers,It was washed with brine and dried over anhydrous sodium sulfate for 3 hr.That is, the intermediate 1 [(E)-N-(2-bromo-4-carbomethoxyphenyl)-N,N-dimethylformamidine].

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; Zaozhuang College; Shandong Lunan Mei Chemical Engineering Technology Institute; Liu Xuejing; Han Ying; Yan Peng; Bie Fusheng; Shi Yijun; Cao Han; (12 pag.)CN110183384; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13412-12-9, name is Methyl 3-(methylamino)but-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Methyl 3-(methylamino)but-2-enoate

Step 2: 2-(4-Bromo-benzoyl)-3-[(E)-methylimino] -butyric acid methyl ester; [00439] 4-Bromobenzoyl chloride (17.14g, 78.1mmol) and 3-methylamino-but-2-enoic acid methyl ester (10. Og, 78.1mmol) were combined in THF (60OmL) and cooled to O0C. Pyridine (6.8mL, 85.9mmol) was added by syringe, and the reaction was stirred overnight at room temperature. Solid pyridine hydrochloride was observed on the flask walls, so the solution was decanted and then concentrated to 10% of its original volume. The residue was diluted with EtOAc (40OmL) and washed twice with H2O. The organic layer was dried, filtered, and concentrated to give the title compound.

The synthetic route of 13412-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; ARRUDA, Jeannie M.; WO2010/68775; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 6279-86-3,Some common heterocyclic compound, 6279-86-3, name is Triethyl methanetricarboxylate, molecular formula is C10H16O6, 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.

General procedure: 4.1.1.1 Ethyl 1-hexyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylate (2a); A mixture of N-hexylaniline (0.88g, 5mmol) and triethyl methanetricarboxylate 3 (3.48g, 15mmol) was irradiated with microwaves at the fixed power of 250 Watt (max temp 250C) for 20min in open vessel conditions. The crude mixture was directly purified by flash chromatography (PE/AcOEt 4:1) giving compound 2a as a yellow oil. (0.856g, 54% yield). 4.1.1.5 Ethyl 1-methyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylate (2e) Yield: 35%. 1H NMR: (200 MHz, CDCl3): delta 12.64 (bs, 1H), 7.30-7.26 (m, 4H), 4.35 (q, 2H, J = 7.3 Hz), 3.62 (s, 3H), 1.19 (t, 3H, J = 7.3 Hz). ES-MS: 270 [M+Na]+.

The synthetic route of 6279-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Manetti, Fabrizio; Petricci, Elena; Gabrielli, Annalisa; Mann, Andre; Faure, Helene; Gorojankina, Tatiana; Brasseur, Laurent; Hoch, Lucile; Ruat, Martial; Taddei, Maurizio; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 747 – 757;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

35615-97-5, name is Methyl 4-bromonaphthalene-1-carboxylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 35615-97-5

A stirred solution of methyl 4-bromo-I-naphthoate (Collect. Czech. Chem. Commun. 1997, 62(11), 1737; 7.3g, 28mmole) in degassed toluene (300ml) was treated with hexamethylditin (10g, 31mmole) and tetrakis(triphenylphosphine)palladium(0) (720mg) and heated at reflux under argon for 3h.. On cooling, the mixture was filtered through Celite (Diatomaceous Earth), concentrated under vacuum and the residue chromatographed on silica gel eluding with 0-3% ether/60-80 petrol to afford the title compound as a colourless oil (9.06g, 94%)

The synthetic route of 35615-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham plc; EP1216239; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35598-05-1, name is Methyl 4-methoxy-2-methylbenzoate, belongs to esters-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 35598-05-1, Application In Synthesis of Methyl 4-methoxy-2-methylbenzoate

To a solution of methyl 4-methoxy-2-methylbenzoate (1 g, 5.6 mmol) in CC14 (25 mL) was added dropwise N-bromosuccinimide (1.1 g, 6.2 mmol) previously dissolved in CCI4 (5 mL) and a catalytic amount of benzoylperoxide. The mixture was refluxed for 2 hours, cooled to room temperature and poured onto ice water. The aqueous mixture was extracted with DCM (3x), and the combined organics were dried over MgS04, filtered, and concentrated in vacuo to provide 2.1 g of the titled product as light yellow solid (~ 100% yield): [M+H+] m/z 260.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SELEXAGEN THERAPEUTICS, INC.; VERNIER, Jean-Michel; MAY, John; O’CONNOR, Patrick; RIPKA, William; PINKERTON, Anthony; WO2011/85261; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6520-83-8, name is Ethyl 2-methoxy-6-methylbenzoate, A new synthetic method of this compound is introduced below., Product Details of 6520-83-8

Step 1 Ethyl 2-bromomethyl-6-methoxybenzoate 19.56 g of N-bromosuccinimide and 4.84 g of benzoyl peroxide were added to a solution of 19.40 g of ethyl 2-methoxy-6-methylbenzoate in 150 ml of carbon tetrachloride. The reaction medium was refluxed for 6 hours (no further change). The reaction medium was cooled to 5 C. and the succinimide was filtered. The organic phase was washed with a saturated sodium hydrogen carbonate solution (2*150 ml), dried over magnesium sulfate and evaporated. The residue was purified by chromatography on silica gel (column puriFlash, IR-50SI/800G, Spot II) eluted with heptane/ethyl acetate (gradient). 15.5 g of ethyl 2-bromomethyl-6-methoxybenzoate were obtained in the form of a yellow oil which later crystallizes. Yield=56%.

The synthetic route of 6520-83-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Musicki, Branislav; Aubert, Jerome; Boiteaux, Jean-Guy; Clary, Laurence; Rossio, Patricia; Schuppli-Nollet, Marlene; US2014/309208; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 103-25-3, A common heterocyclic compound, 103-25-3, name is Methyl 3-phenylpropionate, molecular formula is C10H12O2, 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.

27.1. methyl 2-benzyl-3-oxopropanoate To a mixture of 3 g (18.3 mmol) of methyl 3-phenylpropanoate and 3.57 mL (54.8 mmol) of methyl formate in 36 mL of toluene, under argon, are added dropwise successively 54.8 mL (54.8 mmol) of a 1 M solution of TiCl4 in toluene, 0.17 mL (0.91 mmol) of trimethylsilyl trifluoromethanesulfonate and 19.6 mL (82.2 mmol) of tributylamine. The medium is then heated for 2 hours 30 minutes at 60 C. and stirred for 12 hours at room temperature. The reaction medium is hydrolysed with 200 mL of water and extracted with 200 mL of Et2O. The organic phase is dried over Na2SO4, filtered and concentrated under reduced pressure. 3.12 g of methyl 2-benzyl-3-oxopropanoate are obtained in the form of an oil, which is used without further purification in the following step. Yield=87%

The synthetic route of 103-25-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; US2011/294788; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

51760-21-5, name is Dimethyl 5-bromoisophthalate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 51760-21-5

Example 110A Dimethyl 2′-chlorobiphenyl-3,5-dicarboxylate Under argon, 500 mg (1.83 mmol) of dimethyl 5-bromoisophthalate together with 429 mg (2.75 mmol) of 2-chlorophenylboronic acid were dissolved in 8 ml of toluene, and 72 mg (0.18 mmol) of 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl, 84 mg (0.09 mmol) of tris(dibenzylideneacetone)dipalladium and 777 mg (3.66 mmol) of potassium phosphate were added successively. The mixture was heated to 110 C. and stirred at this temperature for 20 h. For work-up, the reaction mixture was allowed to cool to RT and diluted with 20 ml of ethyl acetate. The solid was filtered off with suction and the residue was washed three times with in each case 10 ml of ethyl acetate. The combined filtrates were washed twice with in each case 10 ml of water. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified chromatographically [Method 19]. This gave 305 mg (55% of theory) of the target compound. LC/MS [Method 4]: Rt=1.24 min; MS [EIpos]: m/z=305 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=3.92 (s, 6H), 7.46-7.55 (m, 3H), 7.60-7.68 (m, 1H), 8.23 (d, 2H), 8.52 (t, 1H).

The synthetic route of 51760-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Furstner, Chantal; Keldenich, Joerg; Delbeck, Martina; Kolkhof, Peter; Kretschmer, Axel; Pluschkell, Ingo; Pook, Elisabeth; Schmeck, Carsten; Trubel, Hubert; US2013/190330; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, belongs to esters-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 26218-04-2, Recommanded Product: 26218-04-2

15.5 g of the compound of Example 7 and 15.3 g of 2-ethylhexyl 4-aminobenzoate are reacted under stirring in 200 ml of xylene at reflux, gradually adding 100.0 g of 2.4 wt % aqueous sodium hydroxide. The water is eliminated by azeotropic distillation. The xylene solution is filtered hot to clarify it. When the solution is cooled, a precipitate forms which is washed with cold xylene and dried at 60 C. under vacuum. 23 g of a white crystalline solid with a melting point of 146 C. is obtained. The NMR spectrum confirms the identity of the compound obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Ethylhexyl 4-aminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3V Sigma S.P.A.; Maestri, Francesco; Berte’, Ferruccio; (8 pag.)US2018/30001; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 2557-13-3,Some common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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 methyl 3-(trifluoromethyl)benzoate (2.8 g) in methanol (10 mL) was added NaOH (17.14 mL). The mixture was stirred at RT overnight. After removal of methanol in vacuo, HC1 (2 M) was added to adjust the above mixture to pH 2. The resulting white solid was filtered, washed with water and dried in vacuo to afford 3-(trifluoromethyl)benzoic acid (2.8 g) as a white solid. MS(ES+) m/z 191 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; XIANG, Jia-Ning; WO2012/27965; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics