Category: 2058-72-2

Synthetic Route of 2058-72-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2058-72-2 as follows.

General procedure: Isatin (10 mmol), 2,2,2-trifluoroethylamine hydrochloride (15 mmol) and p-toluenesulfonic acid (0.5mmol) were suspended in toluene (10 mL) in a two-neck flask with a water separator and a condenser.The mixture was then heated to separate the water until complete disappearance of the starting materials.After cooling to room temperature, the mixture was washed with a small quantity of saturated NaHCO3solution and dried by Na2SO4, After evaporation of the organic solvent, the crude residue was purified byflash chromatography (silica gel, hexane/EtOAc) and afforded the resulting ketimine.

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huang, Wei-Jie; Chen, Qing; Zhu, Wen-Run; Lin, Ning; Long, Xian-Wen; Pan, Wei-Gao; Weng, Jiang; Lu, Gui; Heterocycles; vol. 94; 5; (2017); p. 879 – 893;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-1-methylindoline-2,3-dione

General procedure: A solution of isatins 1 (0.6 mmol), dienones 2 (0.4 mmol) and proline, thioproline or sarcosine(0.8 mmol) in the 10.0 mL of EtOH at reflux for 3 h. After completion of the reaction, as indicated by TLC, the removal of solvent and purification by flash column chromatography (hexane/EtOAc=5:1~3:1) were carried out to furnish the corresponding products 3-5.

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:
Article; Lin, Bing; Zhou, Gen; Gong, Yi; Wei, Qi-Di; Tian, Min-Yi; Liu, Xiong-Li; Feng, Ting-Ting; Zhou, Ying; Yuan, Wei-Cheng; Molecules; vol. 22; 4; (2017);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, belongs to indolines-derivatives 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 2058-72-2, SDS of cas: 2058-72-2

A mixture of 5-methoxy-N-methylisatin 1b (0.17g, 0.90mmol) and tryptamine (2) (0.16g, 1.00mmol) in EtOH (5mL) in the presence of glacial acetic acid (0.2mL) and 4A molecular seive were stirred at room temperature for 24h. The reaction mixture was filtered and washed with EtOH. The filtrate was concentrated and the residue was purified by column chromatography on silica gel using hexane:EtOAc (2:1) as an eluent to give spiro 3b (0.26g, 87%) as beige solid; m.p. 243-245C (lit. [25] 255-256C); 1H NMR (300MHz, CDCl3) delta 2.98 (t, J=5.7Hz, 2H, CH2), 3.25 (s, 3H, CH3), 3.34 (dt, J=5.4, 13.2Hz, 1H, CH2), 3.72 (s, 3H, OCH3), 3.88 (dt, J=6.3, 13.2Hz, 1H, CH2), 6.81-6.91 (m, 3H, ArH), 7.08-7.19 (m, 3H, ArH), 7.29 (br s, 1H, NH), 7.57 (d, J=5.9Hz, 1H, ArH); 13C NMR (75MHz, CDCl3) delta 22.0, 26.6, 40.0, 55.9, 62.0, 109.4, 111.2, 111.6, 111.9, 114.7, 118.4, 119.4, 122.3, 127.0, 129.9, 132.7, 136.4, 136.9, 156.6, 176.7.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-1-methylindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Rattanopas, Sopita; Piyanuch, Pornthip; Wisansin, Kawintip; Charoenpanich, Adisri; Sirirak, Jitnapa; Phutdhawong, Waya; Wanichacheva, Nantanit; Journal of Photochemistry and Photobiology A: Chemistry; vol. 377; (2019); p. 138 – 148;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 2058-72-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2058-72-2 as follows.

General procedure: The mixture of corresponding 2-amino-4-arylimidazoles 1 (1.0 mmol), isatin 18 (1.0 mmol) andmalononitrile 12 (1.0 mmol) in 2 mL of 2-propanol was refluxed during 50-60 min. After cooling, the solid products 19 were filtered off and crystallized from iPrOH.

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lipson, Victoria V.; Pavlovska, Tetiana L.; Svetlichnaya, Nataliya V.; Poryvai, Anna A.; Gorobets, Nikolay Yu.; Van Der Eycken, Erik V.; Konovalova, Irina S.; Shiskina, Svetlana V.; Borisov, Alexander V.; Musatov, Vladimir I.; Mazepa, Alexander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1032 – 1045;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 2058-72-2, These common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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.

General procedure: A mixture of aminorhodanine (1 mmol), isatin (1 mmol) and 5 muL of acetic acid in 2mL of distilled ethanol was placed in a cylindrical quartz reactor (Phi = 4 cm). The reactor was introducedinto a monomode microwave (Anton Paar) apparatus, for 5 min at100 C and 50 Watts. The crude reaction mixture was allowed tocool down at room temperature and ethanol (10 mL) or mixture of H2O/EtOH (10 mL) was directly added in the cylindrical quartzreactor. The resulting precipitated product was filtered off and waspurified by recrystallization from ethanol if necessary.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khaldoun, Khadidja; Safer, Abdelmounaim; Boukabcha, Nourdine; Dege, Necmi; Ruchaud, Sandrine; Souab, Mohamed; Bach, Stephane; Chouaih, Abdelkader; Saidi-Besbes, Salima; Journal of Molecular Structure; vol. 1192; (2019); p. 82 – 90;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 2058-72-2, These common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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.

A mixture of 2- (1-benzyl-2-oxoindol-3-yl) acetic acid67.4 mg (0.24 mmol),5-Bromo-1-methyl isatin 47.7mg (0.2mmol),N, N’-2- (7-benzo benzotriazole) -N, N, N ‘, N’-tetramethyluronium hexafluorophosphate (106.4 mg, 0.28 mmol)Triethylamine 50.6 mg (0.5 mmol)And 2 mL of tetrahydrofuran were placed in a 25 mL two-necked flask,Reaction at 0 C for 6 h,The reaction solution was concentrated,Eluting with a mixed solvent of petroleum ether: ethyl acetate ratio of 3: 1 as elution column,Collecting the eluted fraction of all the products detected,Rotate the solvent to give the product 90.3mg,The yield was 90% and the Dr value was 4: 1.

Statistics shows that 5-Bromo-1-methylindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 2058-72-2.

Reference:
Patent; China Pharmaceutical University; Du Ding; Cao Jing; Dong Shuding; (14 pag.)CN106749295; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H6BrNO2

General procedure: A mixture of 1,3-indandione (1 mmol), isatin (1 mmol), N,N-dimethylaniline (1 mmol), and LiClO4 (10 mol %) in refluxing ethanol (5 mL) was stirred for 3 h (the progress of the reaction was monitored by TLC). After completion, the reaction mixture was filtered and the precipitate washed with diethyl ether (10 ml) to afford the pure product 4a as greenish powder (0.396 g, 95%)

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 2058-72-2.

Reference:
Article; Ahadi, Somayeh; Moafi, Leila; Feiz, Afsaneh; Bazgir, Ayoob; Tetrahedron; vol. 67; 21; (2011); p. 3954 – 3958;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 2058-72-2,Some common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, molecular formula is C9H6BrNO2, 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: A solution of isatins 1 (0.6 mmol), 3-methyl-4-nitro-5-isatylidenylisoxazoles 2 (0.4 mmol) and proline or thioproline (0.8 mmol) in the 10.0 mL of EtOH at reflux for 5 h. After completion of the reaction, as indicated by TLC, the reaction mixture was directly subjected to flash column chromatography on silica gel (petroleum ether/EtOAc = 5:1-3:1) to furnish the corresponding products 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methylindoline-2,3-dione, its application will become more common.

Reference:
Article; Lin, Bing; Zhang, Wen-Hui; Wang, Dan-Dan; Gong, Yi; Wei, Qi-Di; Liu, Xiong-Li; Feng, Ting-Ting; Zhou, Ying; Yuan, Wei-Cheng; Tetrahedron; vol. 73; 34; (2017); p. 5176 – 5188;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2058-72-2 as follows. Formula: C9H6BrNO2

Example 12: Under nitrogen protection, copper powder (1.75 mmol) was sequentially added to a 10 ml reaction tube containing a magnet.1-methyl-5-nitroindole-2,3-dione (1.55 mmol), bromodifluoromethyl-1,3-benzoxazole (1.50 mmol),p-Toluenesulfonic acid (0.31 mmol) was added to dry NMP 4.0 ml and reacted at 80 C for 6 hours.After the reaction was stopped, the solid in the reaction mixture was filtered through a short silica gel column, and the filtrate was extracted with saturated brine and ethyl acetate.The organic layer was taken and dried over anhydrous sodium sulfate.Filter and concentrate. The crude product was separated and purified by column chromatography to give the desired product 3d, yield 82%.

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai University; Jiang Haizhen; Zhang Tiantian; Miao Feng; Wang Dejing; Zhang Qian; Wang Wei; (21 pag.)CN108467391; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 2058-72-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2058-72-2 as follows.

General procedure: A solution of isatins 1 (0.6 mmol), 3-methyl-4-nitro-5-isatylidenylisoxazoles 2 (0.4 mmol) and proline or thioproline (0.8 mmol) in the 10.0 mL of EtOH at reflux for 5 h. After completion of the reaction, as indicated by TLC, the reaction mixture was directly subjected to flash column chromatography on silica gel (petroleum ether/EtOAc = 5:1-3:1) to furnish the corresponding products 3.

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lin, Bing; Zhang, Wen-Hui; Wang, Dan-Dan; Gong, Yi; Wei, Qi-Di; Liu, Xiong-Li; Feng, Ting-Ting; Zhou, Ying; Yuan, Wei-Cheng; Tetrahedron; vol. 73; 34; (2017); p. 5176 – 5188;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem