Tag: M.W=100-200

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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

Step A-Preparation of 1-(1-methyl(4-piperidyl))-6-nitroindoline 6-Nitroindoline (5 g) was dissolved in 200 mL of dichloroethane, N-methyl-4-piperidone (5 g) was added to the mixture, followed by 12 g NaBH(OAc)3 and 1 mL of glacial AcOH. The mixture was stirred at RT overnight. Saturated NaHCO3 solution (200 mL) was added to the reaction mixture and stirred for 1 h. The resulting mixture was separated by separation funnel, the organic layer was extracted once with saturated NaHCO3 solution and once with brine. The resulting organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel with 2:1 EtOAc:MeOH to afford an orange oil. MS: 262 (M+1). Calc’d. for C14H19N3O2-261.32.

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Reference:
Patent; Amgen Inc.; US6878714; (2005); B2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 17630-75-0,When developing chemical systems it’s of course important to gain a deep understanding of the chemical reaction process.

A mixture of 5-chlorooxindole (6.98 g, 41.6 mmol), 3,5-dimethyl-1H-pyrrole-2-carboxaldehyde (5.12 g, 41.6 mmol) and piperidine (410 muL, 4.16 mmol) in 200 mL of EtOH was heated at reflux for 8 h. The reaction mixture was cooled to room temperature and filtered to give the title compound (4.50 g, 40%) as a red/orange solid.

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 17630-75-0 is helpful to your research.

Reference:
Patent; Allergan, Inc.; US6699863; (2004); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application In Synthesis of 5-Aminoisoindoline-1,3-dione,The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research.

The synthesis of bromoacetal 6 from phthalimide (7) is shown in FIG. 11. Based on reactions described in the literature, these transformations were carried out on large scale, and some steps were improved. Nitration of 200 g of phthalimide (7) gives 146 g of 5-nitrophthalimide (8). Reduction of 8 by catalytic hydrogenation, according to the literature procedure, is a bottleneck in the synthesis because of the large volume of solvent needed. With a 2 L Parr hydrogenator pressure vessel, 30 g of 8 is converted to 25 g of amine 9. The next step is also a reduction; aminophthalide 10 is obtained quantitatively from 9 by copper-catalyzed reaction with zinc in aqueous base. Steps b and c could be combined by treating 8 with zinc dust and copper(II) sulfate in 2 M aq. sodium hydroxide. This variation, which is not shown in FIG. 11, removes the bottleneck, potentially allowing 100 g of 10 to be prepared in one step from 146 g of 9. The reaction conditions for the steps shown in FIG. 11 are as follows: a) HNO3, H2SO4, 0 C., 56% ; b) 5% Pd/C, H2, EtOAc, 97% ; c) Zn, CuSO4, 6 M NaOH, 5 C. then heated at 70-80 C. 16 h, 100% ; d) NaNO2, 4 M HBr, followed by CuBr at 0 C.; e) DIBAL, toluene, -42 C.; f) BF3 OEt2, MeOH, RT.

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

Reference:
Patent; Bell, Thomas W.; Cline, Joseph I.; Cremo, Christine R.; Gillett, Stephen L.; Frederick, John H.; US2011/77394; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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., Electric Literature of 39755-95-8

General procedure: A mixture of malononitrile (1 mmol), isatin (1 mmol), dicarbonyl (1 mmol), PEGOSO3H(0.1 mmol), and water (2 mL) was stirred under reflux for the appropriate time (shown in Tables 3, 4). After completion of the reaction, the reaction mixture was filtered and the residue was washed with ethanol. The crude solid product was recrystallized from EtOH to afforded the pure products in high purity and yield.Assignment of the structures of the products was based on their 1H NMR, 13C NMR,and IR spectra.

You can get involved in discussing the latest developments in this exciting area about 5-Methoxyisatin.

Reference:
Article; Nasseri; Zakerinasab; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5261 – 5270;,
Indoline – Wikipedia,
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Related Products of 100510-65-4, Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes.

EXAMPLE H Hexyl N-[2,3-dihydro-3,3-dimethyl-2-oxo-(1H)-indol-6-yl]-carbamate 5.27 g. (0.032 mole) Hexyl chloroformate are added dropwise, while cooling with ice and within the course of 15 minutes, to a suspension of 5.28 g. (0.03 mole) 6-amino-2,3-dihydro-3,3-dimethyl-(1H)-indolin-2-one and 4.6 ml. triethylamine in 50 ml. anhydrous dichloromethane. The solution is then stirred for 3 hours at ambient temperature, the solvent is removed in a vacuum and the residue is purified by flash column chromatography with heptane/butan-2-one (2:1 v/v) as elution agent. Yield 5.2 g. (60% of theory); m.p. 180-183 C. after recrystallisation from ethyl acetate.

Statistics shows that 6-Amino-3,3-dimethylindolin-2-one is playing an increasingly important role. we look forward to future research findings about 100510-65-4.

Reference:
Patent; Boehringer Mannheim GmbH; US4985448; (1991); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation., Reference of 7477-63-6

General procedure: Amixture of isatin (1.0 mmol), malononitrile or its derivative (1.0mmol) and Et3N (1.0 mmol) in 3.0 mL ethanol were stirred at roomtemperature for half an hour. Then a solution of hydrazine hydrate (1.1 mmol)and dialkyl acetylenedicarboxylate (1.1 mmol) in 2.0 mL ethanol was added toit. The whole solution was stirred at room temperature for stipulated time asindicated in Table 2. The progress of the reaction was monitored by TLC. Aftercompletion of the reaction, the resulting precipitates were collected by filtration and the crudeproduct was recrystallized from the mixture of methanol and acetonitrile (7:3). In some cases the crude product were purified by columnchromatography using silica gel (60-120 mesh) and 50percent ethyl acetate in hexaneas eluent.

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Reference:
Article; Pal, Suman; Khan, Md. Nasim; Karamthulla, Shaik; Abbas, Sk Jahir; Choudhury, Lokman H.; Tetrahedron Letters; vol. 54; 40; (2013); p. 5434 – 5440;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Recommanded Product: 5-Methylindolin-2-one, 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: To a solution of 3-substituted-5-benzylidene-2-thioxo-4-thiazolidinone (1-19) (0.003 mol) in 1,4-dioxane (15 mL) was added HC(OEt)3(2 mL) and BF3Et2O (2 mL). The reaction mixture washeated to 80 C and stirring was continued at the same temperature for 4 h. Theresulting 2-ethylthio-3-substituted-5-benzylidene- 4-thiazolium fluoroborate (Ic, IIc) was precipitated, filteredoff, and dried without any additional purification, as starting material forthe following reactions. To a mixture of thiazolium fluoroborate (Ic, IIc) (0.003 mol) and correspondingindolin-2-one (0.003 mol) in acetonitrile (15 mL) was added triethylamine (0.91g, 0.009 mol) dropwise at 25 C, and the mixture was stirred for 4 h at thesame temperature. The orange precipitate was collected and washed with ethylacetate (8 mL). The crude product thus obtained was recrystallized from methanol or acetone to give compound (1-19).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3484-35-3, its application will become more common.

Reference:
Article; Wang, Feng; Liu, Zijian; Wang, Jian; Tao, Jun; Gong, Ping; Bao, Xue; Zhao, Yanfang; Wang, Yulin; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 126 – 132;,
Indoline – Wikipedia,
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Electric Literature of 110568-64-4, 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 110568-64-4 as follows.

To a solution of 5-nitroisoindolin-l-one (600 mg, 3.37 mmol) in dioxane (30 mL) under a nitrogen atmosphere was added DMAP (616 mg, 5.05 mmol) followed by di-to -butyl dicarbonate (1.16 mL, 5.05 mmol). The resulting reaction mixture was stirred at room temperature overnight, then poured onto water and extracted with EtOAc (3X). The combined organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude residue was purified by chromatography (20% EtOAc in hexanes eluent followed by 20:20:80 DCM: EtOAc: hexane eluent) to provide tot-butyl 5-nitro-l-oxoisoindoline-2-carboxylate (576 mg, 61% yield) as a white solid. NMR (300 MHz, Chloroform-i ) delta 8.43 – 8.35 (m, 2H), 8.10 (d, J = 8.9 Hz, 1H), 4.90 (s, 2H), 1.64 (s, 9H).

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 110568-64-4.

Reference:
Patent; UNIVERSITY OF HAWAII; TURKSON, James; YUE, Peibin; TIUS, Marcus; BROTHERTON-PLEISS, Christine; LOPEZ TAPIA, Francisco, Javier; (420 pag.)WO2018/136935; (2018); A1;,
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Indoline | C8H9N – PubChem

Chemical research careers are more diverse than they might first appear, as there are many different reasons to conduct research and many possible environments. Computed Properties of C8H4FNO2

To a mixture of 5.0 g (30.3 mmol) 6-fluoro-1H-indole-2,3-dione in 75 mL of 33% aq. potassium hydroxide solution was added 4.67 g (53.0 mmol) pyruvic acid and this mixture was heated at 40C for 18 hours. After cooling to room temperature 10% aq. sulfuric acid was added (pH about 1). The formed solid was isolated by filtration and dried in vacuum. The solid was the desired 7-fluoroquinoline-2,4-dicarboxylic acid,which was used without further purification. Yield: 6.02 g (85%).1H-NMR (300 MHz, DMSO d6) 6 (ppm) = 7.78 (ddd, 1H), 7.99 (dd, 1H), 8.42 (s, 1H),8.89 (dd, 1H).

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; BAYER PHARMA AKTIENGESELLSCHAFT; HEISLER, Iring; BUCHMANN, Bernd; CLEVE, Arwed; HEROULT, Melanie; NEUHAUS, Roland; PETRUL, Heike; QUANZ-SCHOeFFEL, Maria; KOPITZ, Charlotte Christine; (285 pag.)WO2016/202935; (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 1074-82-4

a) Preparation of 6-bromohexylphthalimide Potassium phthalimide (5.4 mmoles) was added to a solution of 1,6-dibromohexane (3.95 g; 16.2 mmoles) in dimethylformamide (8 ml) and heated to 80C approx. under stirring. Reaction times and process as per Example 4. 2.46 g of pure product were obtained. Yield 66%.

The design and synthesis of related molecules that are more effective, more selective, and less toxic than aspirin are important objectives of biomedical research.Keep reading other articles of Potassium 1,3-dioxoisoindolin-2-ide.

Reference:
Patent; MEDIOLANUM FARMACEUTICI S.P.A.; EP575954; (1993); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem