Category: indolines-derivatives

Safety of 1-(tert-Butoxycarbonyl)indoline-7-carboxylic acid, Modeling chemical reactions helps engineers virtually understand the chemistry, optimal size and design of the system, and how it interacts with other physics that may come into play.

A mixture of 1-(tert-butoxycarbonyl)indoline-7-carboxylic acid (460 mg, 1.75 mmol), MeI (0.22 mL, 3.5 mmol) and potassium carbonate (484 mg, 3.5 mmol) in acetone (20 mL) was heated at 60 C. After the reaction was complete, the reaction mixture was filtered through celite, eluted with dichloromethane and concentrated in vacuo. The residue was purified by silica gel chromatography with hexanes:ethyl acetate to give 1-tert-butyl 7-methyl indoline-1,7-dicarboxylate (390 mg, 80%).

The synthetic route of 143262-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; Gray, Nathanael S.; Waller, David; Choi, Hwan Guen; Wang, Jinhua; Deng, Xianming; (104 pag.)US2016/24115; (2016); A1;,
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With the volume and accessibility of scientific research increasing across the world, it has never been more important to continue building the reputation for quality and ethical publishing we’ve spent the past two centuries establishing., Application of 5332-26-3

N-(Bromomethyl)-phthalimide (14.4 g, 0.06 mol) and triethyl phosphite (12.0 g, 0.072 mol) were placed in a round-bottomed flask equipped with a reflux condenser and heated at 85-100 C. for 30 min. After the exothermic reaction had subsided, the flask was fitted for simple distillation and ethyl bromide was distilled from the reaction mixture with heating at 100-110 C. for 2 hours. The resulting light yellow oil solidified at room temperature. The crude product was washed with hexane and recrystallized from diethyl ether/hexane to yield white crystals. 16.0 g, 89.9%; mp 66-67 C. (lit. 67 C.); 1H NMR (CDCl3) delta 7.76 (m, 4H, C6H4), 4.19 (q, 4H, OCH2), 4.17 (d, 2H, CH2P), 1.33 (t, 6H, CH3).

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

Reference:
Patent; Board of Regents the University of Texas System; US6746662; (2004); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65435-04-3, name is 5-(2-Chloroacetyl)indolin-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 65435-04-3, Related Products of 65435-04-3

A suspension of 9.3 g of 5-chloroacetyl-2-oxindole was stirred in 90 mL of pyridine at 80-90 C. for 3 hours then cooled to room temperature. The precipitate was collected by vacuum filtration and washed with 20 mL of ethanol. The solid was dissolved in 90 mL of 2.5 N sodium hydroxide and stirred at 70-80 C. for 3 hours. The mixture was cooled to room temperature and acidified to pH 2 with 0.5 N hydrochloric acid. The precipitate was collected by vacuum filtration and washed thoroughly with water to give crude 5-carboxy-2-oxindole as a dark brown solid.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms. In my other articles, you can also check out more blogs about 65435-04-3.

Reference:
Patent; SUGEN, Inc.; US2002/183364; (2002); A1;,
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Application of 222036-66-0,Chemistry involves the study of all things chemical – chemical processes, chemical compositions and chemical manipulation – in order to better understand the way in which materials are structured, how they change and how they react in certain situations.

General procedure: Isoindolin-1-one (200 mg, 1.50mmol) was dissolved in super-dry DMSO (4 mL), and Cs2CO3 (1215 mg, 3.75 mmol), CuI (58 mg, 0.30mmol) and N1,N2-dimethylethane-1,2-diamine (27 mg, 33 muL, 0.30 mmol) were added to the solution.The resulting mixture was stirred at room temperature for 10 min, after which iodobenzene (2.25mmol) was added. Then the mixture was heated to 120 C. When TLC showed that isoindolin-1-onehad been fully converted, the reaction was stopped. The mixture was extracted with ethyl acetate (20mL) and H2O (10 mL). The water phase was re-extracted with ethyl acetate (20 mL). The organic layerwas combined and washed with brine (10 mL). Then the solution was dried over anhydrous MgSO4,filtered and concentrated, and the crude residue was purified by flash chromatography over silica gelusing CH2Cl2/CH3OH as the gradient elution to afford the title compounds.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 5-Aminoisoindolin-1-one.

Reference:
Article; Wang, Yixuan; Wang, Huiqiang; Jiang, Xinbei; Jiang, Zhi; Guo, Tingting; Ji, Xingyue; Li, Yanping; Li, Yuhuan; Li, Zhuorong; Molecules; vol. 24; 5; (2019);,
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Indoline | C8H9N – PubChem

Computed Properties of C9H7NO2, 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 2058-74-4 as follows.

A solution of N-methylisatin (322 mg, 2.0 mmol), indole (234 mg, 2.0 mmol), and K2CO3 (138 mg, 1.0 mmol) in aqueous DMF (H2O/DMF, 2:1, 5.0 mL) was heated to 50 oC for 3 h. After aqueous extractive workup and column chromatographic purification process (n-hexane/EtOAc, 1:1), 3-hydroxy-3-(1H-indol-3-yl)-1-methylindolin-2-one was obtained as a white solid, 440 mg (79%).1-4 To a stirred solution of 3-hydroxy-3-(1H-indol-3-yl)-1-methylindolin-2-one (278 mg, 1.0 mmol) in DMF (3.0 mL) was added t-BuOK (125 mg, 1.1 mmol) and iodomethane (158 mg, 1.1 mmol) successively at 0 oC. The reaction mixture was stirred at room temperature for 2 h. After aqueous extractive workup and column chromatographic purification process (n-hexane/EtOAc, 3:1), 3-hydroxy-1-methyl-3-(1-methyl-1H-indol-3-yl)indolin-2-one was obtained as a white solid, 200 mg (68%).1,4 A solution of 3-hydroxy-1-methyl-3-(1-methyl-1H-indol-3-yl)indolin-2-one (146 mg, 0.5 mmol) and p-cresol (162 mg, 1.5 mmol) in CH2Cl2 (3.0 mL) was stirred at room temperature in the presence of montmorillonite K-10 (438 mg, 300%, w/w) for 2 h. The reaction mixture was filtered through a pad of Celite and washed thoroughly with CH2Cl2. After removal of solvent and column chromatographic purification process (n-hexane/EtOAc, 5:1) 1a was obtained as a white solid, 138 mg (72%).

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Reference:
Note; Seo, Da Young; Lee, Sangku; Min, Beom Kyu; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 39; 8; (2018); p. 1011 – 1014;,
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Synthetic Route of 112656-95-8,When developing chemical systems it’s of course important to gain a deep understanding of the chemical reaction process.

General procedure: To a solution of DHEA (0.5 mmol, 1.0 eq) and isatin derivative(0.75 mmol, 1.5 eq) in EtOH (10 mL) was added Al2O3/KF (0.5 mmol,1.0 eq), the resulting mixture was stirred at reflux temperature for 6 h.Upon completion of the reaction indicated by the TLC, the mixture wasfiltered and the solid was washed with dichloromethane (DCM) forseveral times. The filtrate was then evaporated under vacuum, followedby addition of DCM and H2O. The mixture was then acidified with 4MHCl (pH=1-2). The aqueous layer was washed with DCM for severaltimes. The combined organic layers were then dried over Na2SO4 andevaporated under vacuum to the crude product, which was then subjectedto column chromatography, affording the corresponding product.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 7-Nitroindoline-2,3-dione.

Reference:
Article; Yang, Yan-Tao; Du, Shuzhang; Wang, Song; Jia, Xuedong; Wang, Xiaojuan; Zhang, Xiaojian; Steroids; vol. 151; (2019);,
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In chemical reaction engineering, simulations are useful for investigating and optimizing a particular reaction process or system., 1074-82-4

General procedure: A 500 mL round-bottom flask was charged with4.63 g (0.025 mol) Phthalimide potassium salt, dissolve in 120 mL Anhydrousacetone. 6.9 g (0.05 mol) potassium carbonate and 11.75 g (0.0625 mol) 1,2-Dibromoethanewas added. The solution was heated to reflux for 8 h. The stirring mixture wasallowed to cool, and then was filtered. The solids were washed with 50 mL ofacetone, followed by 50 mL of EtOAc. The filtrate and the washer liquid werepooled and concentrated in a rotary evaporator, then purified by flashchromatography on SiO2 (gradient, 1:6 to 1:4 petroleum ether:EtOAc)to obtain 5.2 g (81.8%) of N-(2-Bromoethyl) phthalimideas a white solid.

Keep reading other articles of Potassium 1,3-dioxoisoindolin-2-ide! Don’t worry, you don’t need a PhD in chemistry to understand the explanations! I believe this compound will play a more active role in future production and life.

Reference:
Article; Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2380 – 2382;,
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Chemistry graduates have much scope to use their knowledge in a range of research sectors, including roles within chemical engineering, chemical and related industries, healthcare and more. , name: 5-(2-Chloroacetyl)indolin-2-one

A suspension of 9.3 g of 5-chloroacetyl-2-oxindole was stirred in 90 mL pyridine at 80 to 90 C. for 3 hours then cooled to room temperature. The precipitate was collected by vacuum filtration and washed with 20 mL ethanol. The solid was dissolved in 90 mL 2.5 N sodium hydroxide and stirred at 70 to 80 C. for 3 hours. The mixture was cooled to room temperature and acidified to pH 2 with 0.5 N hydrochloric acid. The precipitate was collected by vacuum filtration and washed thoroughly with water to give crude 5-carboxy-2-oxindole as a dark brown solid.

In the meantime we’ve collected together some recent articles in this area about 65435-04-3 to whet your appetite. Happy reading!

Reference:
Patent; Sugen, Inc.; US6051593; (2000); A;,
Indoline – Wikipedia,
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Application of 5332-26-3, Chemistry built the modern world, from the materials that make up the everyday objects around us, the batteries in our devices and cleaning products that help to maintain sanitation.

General procedure: The vacuum dried intermediate 3 (0.002 mol) was then reacted with mono- and di-substituted benzoic acids (0.003 mol) separately in presence of anhydrous potassium carbonate (0.003 mol) in DMF (10 mL). The reaction mixture was stirred at room temperature for about 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured into ice-cold water and allowed stir for 10 min. The solid obtained was filtered and washed successively with distilled water and recrystallized from ethanol to obtain4(a-n).

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; Kumar, C.S. Chidan; Loh, Wan-Sin; Chandraju, Siddegowda; Win, Yip-Foo; Tan, Weng Kang; Quah, Ching Kheng; Fun, Hoong-Kun; PLoS ONE; vol. 10; 3; (2015);,
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Chemistry graduates have much scope to use their knowledge in a range of research sectors, including roles within chemical engineering, chemical and related industries, healthcare and more. , Application of 111992-61-1

EXAMPLE 145 Synthesis of 4-(2,2-dimethyl-3-phthalimidopropylthio)pyridine To a solution of 0.56 g (5.0 mmol) of 4-mercaptopyridine and 1.48 g (5.0 mmol) of (N-3-bromo-2,2-dimethylpropyl)phthalimide in 20 ml of dimethylformamide, 0.75 ml (5.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, and the mixture was stirred at 80 C. for 8 hours. Water was added, and the mixture was extracted with ethyl acetate. The extract was dried and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to give 12.0 g of the desired compound (71.6% yield, colorless columns). NMR (200 MHz, CDCl3) delta: 1.13 (6H, s), 3.03 (2H, s), 3.70 (2H, s), 7.17 (2H, dd, J=1.6, 4.6 Hz), 7.72-7.92 (4H, m), 8.38 (2H, dd, J=1.6, 4.6 Hz). IR (KBr) cm-1: 3030, 2960, 1715, 1580, 800, 720.

According to the analysis of related databases, 111992-61-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5246948; (1993); A;,
Indoline – Wikipedia,
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