Category: indolines-derivatives

Application of 99365-40-9, 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. 99365-40-9, name is 6-Bromoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

The reaction condition is three: under the protection of nitrogen, the 6 – bromo indole -2 – ketone (212.0 mg, 1.0 mmol), potassium carbonate (276 mg, 2 mmol), tetrabutyl ammonium bromide (33 mg, 0.1 mmol) is placed in the dual-port reaction bottle. The good sealing of the reaction device, replacing the nitrogen three times, nitrogen balloon is inserted. Injection 22 ml tetrahydrofuran, in 85 C under stirring conditions for 30 min, then slowly injected into the 3 ml bromo hexane, maintain 85 C under stirring 8 h. To be reaction slowly cooling to the room temperature after quenching in the into ice water, dichloromethane is used for extracting the organic phase, deionized water after washing three times, the organic phase for water-free magnesium sulfate drying. After filtering the organic phase by the vacuum concentrated under reduced pressure to get the crude product, using column chromatography (eluate to DCM/PE=1:1) purification, to obtain white waxy solid compound 1 – hexyl -6 – bromo – indolone (172 mg), yield 58.1%.

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, 6-Bromoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Posts and Telecommunications; Lai Wenyong; Meng Cheng; Li Xiangchun; Huang Wei; (19 pag.)CN108794494; (2018); A;,
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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. 317-20-4, name is 7-Fluoroisatin, A new synthetic method of this compound is introduced below., COA of Formula: C8H4FNO2

General procedure: A mixture of isatins 1 (1 mmol), substituted 1H-pyrazol-5-amine 2 (1 mmol), 6-aminopyrimidine-2,4(1H,3H)-dione 3 or 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 5 (1 mmol), H2O(6 mL), and HOAc (2 mL) was placed in a 25-mL flask andstirred at 90 C (monitored by thin layer chromatography (TLC)) for about 7 h. Afterreaction completion, the mixture was cooled to room temperature and the precipitateobtained by filtration. Compounds 4 or 6 were further purified by recrystallizationfrom DMF.

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; Dai, Lei; Mao, Kaimin; Pan, Zhengbing; Rong, Liangce; Research on Chemical Intermediates; vol. 45; 2; (2019); p. 769 – 788;,
Indoline – Wikipedia,
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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. HPLC of Formula: C9H6BrNO2

General procedure: A mixture of substituted isatin 1 (0.5 mmol), cyclic 1,3-dicarbonyl 2 (0.55 mmol), 4-hydroxyl coumarin 3 (0.55 mmol) and I2 (0.05 mmol) in DCE (2 mL) was heated at 60 C under atmosphere. The progress was monitored using TLC detection. After completion of the present reaction, the reaction mixture was concentrated under vacuum. The residue was purified by column chromatography [eluent, petroleum ether/ethyl acetate 5:1] to afford the desired products 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2058-72-2, its application will become more common.

Reference:
Article; Zhang, Min; Yang, Wenbo; Qian, Min; Zhao, Ting; Yang, Liuqing; Zhu, Chunyin; Tetrahedron; vol. 74; 9; (2018); p. 955 – 961;,
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Adding a certain compound to certain chemical reactions, such as: 64483-69-8, name is 5-Acetylindolin-2-one, 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 64483-69-8, COA of Formula: C10H9NO2

General procedure: To a stirred solution of oxindole 7 (1 equiv) in ethanol was added substituted triazole aldehyde 6 (1 equiv) and piperidine (0.01 equiv) and refluxed for 3 h. Completion of the reaction was checked by TLC (n-hexane/EtOAc; 3:7). The product was filtered and was purified using column chromatography (n-hexane/ethyl acetate) to give pure compound [E-8(a-b, d, f-m) and Z-8(a-c, e, i, k-m)] in good yields.

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, 5-Acetylindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nagarsenkar, Atulya; Guntuku, Lalita; Guggilapu, Sravanthi Devi; Danthi Bai; Gannoju, Srinivasulu; Naidu; Bathini, Nagendra Babu; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 782 – 793;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 22949-08-2,Some common heterocyclic compound, 22949-08-2, name is 1-(6-Nitroindolin-1-yl)ethanone, molecular formula is C10H10N2O3, 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.

Step B: l-Acetyl-6-nitroindoline (3.8 g, 18.3 mmol) was suspended in EtOAc (200 mL). Pd/C (650 mg, 10%) was added, and the mixture was hydrogenated at 40-55 p.si.i. for 2 hours. The mixture was then filtered through celite. The filtrate was concentrated, and the residue was triturated with ether to yield l-acetyl-6-aminoindoline (3.18 g, 99%) as an orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(6-Nitroindolin-1-yl)ethanone, its application will become more common.

Reference:
Patent; PTC THERAPEUTICS, INC.; HWANG, Peter Seongwoo; TAKASUGI, James; REN, Hongyu; WILDE, Richard Gerald; TURPOFF, Anthony; AREFOLOV, Alexander; KARP, Gary Mitchell; CHEN, Guangming; CAMPBELL, Jeffrey Allen; WO2006/19831; (2006); A1;,
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. 611-09-6, name is 5-Nitroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-Nitroindoline-2,3-dione

General procedure: To a mixture containing isatin derivatives (1 mmol),malononitrile or ethyl cynocette (1mmol) and 1,3-cyclldiketone (1 mmol) in water (5 mL), H-Fe3O4(at)DA-SO3H(0.01g) were added and stirred under reflux condition. The progress of the reaction was monitored by TLC (n-hexane:EtOAc 7:3). After completion of the reaction the mixture was cooled and the catalyst was separated by means of an external magnet from mixture, then the crude product was collected and washed with distilled water and dried. They were weighted for reporting of the yields.

According to the analysis of related databases, 611-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mirhosseyni, Marzie Sadat; Nemati, Firouzeh; Elhampour, Ali; Combinatorial Chemistry and High Throughput Screening; vol. 21; 7; (2018); p. 487 – 494;,
Indoline – Wikipedia,
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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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, A new synthetic method of this compound is introduced below., Computed Properties of C9H4F3NO3

General procedure: 1M solution of phenylmagnesium bromide in THF (20.40mL, 20.40mmol) was added dropwise to a stirred ice-cold solution of isatin (1g, 6.80mmol) in anhydrous THF (20mL) that was kept under nitrogen. The reaction was stirred at room temperature for 2h and then quenched with a saturated aqueous solution of NH4Cl (20mL). Water was then added (30mL) and the aqueous phase was extracted twice with dichloromethane (2¡Á60mL). The organic phase was washed with brine and dried over anhydrous Na2SO4. The solvent was removed in vacuum and the crude was purified by crystallization from EtOAc/Hexane to afford 1 (1.18g, 77.1%) as a white powder.

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; Denoyelle, Severine; Chen, Ting; Yang, Hongwei; Chen, Limo; Zhang, Yingzhen; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 537 – 553;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 20870-79-5, name is 5-Nitroindolin-2-one, 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 20870-79-5, Quality Control of 5-Nitroindolin-2-one

The 5-nitro-2-oxindole 1 (1 .00 g, 5.61 mmol) was hydrogenated in EtOH (70 mL)in the presence of 10% Pd-C (315 mg, 2.97 mmol) for 4h at room temperature.Then the catalyst was filtered off through Celite, the Celite rinsed with additional EtOH and the solution was evaporated, to give 2 as a brown solid (698 mg, 4.71 mmol, 84% yield).1HNMR (400 MHz, DMSO-d6): 6 3.30 (5, 2H, CH2); 4.62 (br s, 2H, NH2); 6.37(dd, 1H, J= 2.2, 8.2 Hz, Ar); 6.48-6.50 (m, 2H, Ar); 9.90 (br s, 1H, NH) ppm.Anal. Calcd for C8H8N20: C, 64.85%; H, 5.44%; N 18.91%; Found: C, 65.03%;H, 5.49%; N, 18.83%

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; INTERNATIONAL SOCIETY FOR DRUG DEVELOPMENT S.R.L.; SESTITO, Simona; DANIELE, Simona; MARTINI, Claudia; RAPPOSELLI, Simona; PURICELLI, Guido; (63 pag.)WO2016/198597; (2016); A1;,
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. 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, A new synthetic method of this compound is introduced below., name: 5,7-Dimethylindoline-2,3-dione

General procedure: A mixture of substituted isatins 1 (1mmol), sarcosine 2/1,3-thiazoles-4-carboxylic acid 5 (1 mmol) and Knoevenagel adduct (1 mmol) was refluxed for 10 min. in 2,2,2-trifluoroethanol (4 mL) under microwaves. All these reactions were carried out by microwave irradiation for 10 min at the power level 250 W and at the temperature of 150C which was recorded by the temperature probe of the microwave. Progress of the reaction was checked after a regular interval of one minute till the completion of reaction by TLC using hexane: ethylacetate (8:2) as mobile. Product was collected by the same way as in conventional methods. The TFE was distilled off (to recover for the next run). All the synthesized compounds were well characterized by IR, 1H NMR, 13C NMR, Mass and single crystal X-ray analysis.

The synthetic route of 39603-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dandia, Anshu; Khan, Shahnawaz; Soni, Pragya; Indora, Aayushi; Mahawar, Dinesh Kumar; Pandya, Prateek; Chauhan, Chetan Singh; Bioorganic and Medicinal Chemistry Letters; vol. 27; 13; (2017); p. 2873 – 2880;,
Indoline – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 7223-50-9, name is N-Propargylphthalimide, 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 7223-50-9, COA of Formula: C11H7NO2

General procedure: A mixture of a terminal alkyne (2.0 mmol), paraformaldehyde (180.2 mg, 2.0 mmol), amine (2 mmol) and Pt/TiO2 (5.0 mg, 0.25 mol%) loaded in distilled H2O (3 mL) and heated under microwave condition at 140 C and 250 W for appropriate reaction time (the reaction was monitored by TLC). After the completion of the reaction, the mixture was allowed to cool down and then extracted with EtOAc (3*20 mL). The combined organic extracts were dried (MgSO4) and fltered. The solvent was evaporated under reduced pressure and the resulting crude product was purifed by column chromatography (silica gel) to obtain the corresponding products 4a-4l.

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, N-Propargylphthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mohamed, Yasser M. A.; El Nazer, Hossam A.; Solum, Eirik Johansson; Chemical Papers; vol. 73; 2; (2019); p. 435 – 445;,
Indoline – Wikipedia,
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