Category: indolines-derivatives

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;,
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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. 24566-79-8, name is N-(6-Bromohexyl)phthalimide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of N-(6-Bromohexyl)phthalimide

2-[6-(4-phenyl-1-piperidinyl)hexyl]-1H-isoindole-1,3(2H)-dione: To the 500 ml RB-flask was added 4-phenylpiperidine hydrochloride (5 g, 25 mmol), N-(6-bromohexyl)phthalimide (15.5 g, 50 mmol), N,N-diisopropylethylamine (21.8 ml, 125 mmol), tetrabutylammonium iodide (0.2 g), and dioxane (250 ml) at room temperature. The reaction mixture was stirred at 100 oC for 72 h. The solvent was removed in vacuo and the crude product was purified by flash chromatography (98:2=Chloroform: 2N ammonia in methanol) to afford 7.67 g of the desired product (77% yield): 1H NMR (400 MHz, CDCl3) delta 7.78-7.79 (m, 2H), 7.74-7.65 (m, 2H), 7.32-7.14 (m, 5H), 3.69 (t, 2H, J=7.35 Hz), 3.06 (d, 2H, J=11.0 Hz), 2.49 (quintet, 1H, J=7.6 Hz), 2.36 (t, 2H, J=7.6 Hz), 2.02 (t, 2H, J=12.5 Hz), 1.82 (br s, 4H), 1.69 (t, 2H, J=6.3 Hz), 1.54 (br s, 2H), 1.37 (br s, 4H); ESMS m/e: 391.3 (M+H) +; Anal. Calc. for C25H30N2O2+0.2H2O: C, 76.19; H, 7.77; N, 7.11. Found: C, 76.14; H, 7.38; N, 7.13.

You can also check out more blogs about 24566-79-8.

Reference:
Patent; Borowsky, Beth; Blackburn, Thomas P.; Ogozalek, Kristine; US2003/82623; (2003); A1;,
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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;,
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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., 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;,
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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;,
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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.

Interested yet? This just the tip of the iceberg, You can reading other blog about 7477-63-6.

Reference:
Article; Pal, Suman; Khan, Md. Nasim; Karamthulla, Shaik; Abbas, Sk Jahir; Choudhury, Lokman H.; Tetrahedron Letters; vol. 54; 40; (2013); p. 5434 – 5440;,
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Safety of N-(5-Bromopentyl)phthalimide, 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.

General procedure: Compound 5 (5.67g, 12mmol) was added into MeCN (50mL), and then Compound 6-9 (14.2mmol) were added, respectively. After an addition of K2CO3 (5.9g, 42.6mmol), the mixture was refluxed for 24h and followed by TLC. After the solvent was removed by distillation under reduced pressure, the residue was dissolved in EtOAc (200mL), and washed by water (3×50mL). The organic phase was dried by MgSO4, and then was evaporated. The crude product was purified by column chromatography (DCM/EtOAc=20:1, Rf=0.7) to give 10-13 as white solid.

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to navigate research efforts intended to implement such knowledge in the development of new catalytic chemistries. Read on for other articles about 954-81-4.

Reference:
Article; Duan, Xiaojiang; Ruan, Qing; Gan, Qianqian; Song, Xiaoqing; Fang, Si’an; Zhang, Xuran; Zhang, Junbo; Journal of Organometallic Chemistry; vol. 868; (2018); p. 154 – 163;,
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Formula: C8H4BrNO2, Having gained chemical understanding at molecular level, chemistry graduates may choose to apply this knowledge in almost unlimited ways, as it can be used to analyze all matter and therefore our entire environment.

Take 4-bromoindole dione 2.0g (8.85mmol) into a 25mL round bottom flask, add 5mL N, N-dimethylformamide, was added with stirringK2CO3 3.66g (26.5mmol), and finally added methyl iodide (10.6mmol) at room temperature for 4h.After completion of the TLC detection reaction, 15 mL of water was added to the reaction solution, which was extracted with dichloromethane. The combined organic phases were dried over anhydrous sodium sulfate,Using developing solvent petroleum ether: ethyl acetate = 5: 1,200-300 mesh silica gel column chromatography to give 2.8 g of 1-methyl-4-bromoindodione, yield 67percent.

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Reference:
Patent; Tianjin University of Science and Technology; Yu Peng; Sun Hua; Han Kailin; Li Yashan; Peng Xiaolin; Teng Yuou; Zhang Yazhou; (26 pag.)CN104725372; (2017); B;,
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While the job of a research scientist varies, most chemistry careers in research are based in laboratories, where research is conducted by teams following scientific methods and standards. , Electric Literature of 3416-57-7

2.0g of compound I is mixed with 3.76g of potassium carbonate thoroughly, then the resulting mixture is poured into a 25ml flask followed by adding 4.0ml of chloroacetone into, heating the solution to 90-110C (a reflux condensing tube is needed to be equipped on the flask, the system is protected with argon) while stirring, maintaining the temperature, and conducting the reaction for 3-4 hours. After the reaction is completed, excess chloroacetone is removed under a reduced pressure, into the residue is added a great deal of water, then filtrated with Buchner’s filter. The resulting solid is washed twice with 10ml of 10% NaOH and 5-6 times with water respectively, dried under vacuum to obtain compound II; After a reflux condensing tube and a dropping funnel are connected on a three-necked bottle, 100ml of absolute methanol (or other anhydrous solvent) is added into the three-necked bottle, followed by slowly adding 0.23g of metallic sodium (or directly adding 10mmol of sodium methoxide). After the solid dissolves entirely, the solution is heated and refluxed, then compound II dissolved in absolute methanol (60ml CH3OH and 1.0g compound II) is dropped into by dropping funnel. After conducting the reflux for 2 hours the reaction is processed as follows: cooling the system with icewater bath, slowly neutralizing the reaction solution with 1M hydrochloride, continuing to stir for 30min in icewater bath after a large amount of solid emerge, filtrating to obtain a solid, then washing the solid with small amount of water, drying in vacuum, thereby obtaining compound III. 230mg of compound III is placed in a 25ml flask followed by adding 5ml solvent (listed in the above) into, air is blown into by a bubbler continuously. The reaction is completed after 10 hours and processed as follows: diluting the reaction solution with 30ml of acetic ether, extracting with water, back-extracting the water phase with 30ml of acetic ether, washing the organic phases with water and saturated salt solution respectively, combining the organic phases, then drying, condensing, the residue is applied on silica gel column (petroleum ether: acetic ether=2:1) to obtain compound IV

I am very proud of our efforts over the past few months and hope to 3416-57-7 help many people in the next few years.

Reference:
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; EP1640367; (2006); A1;,
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Chemical research careers are more diverse than they might first appear, as there are many different reasons to conduct research and many possible environments. Synthetic Route of 169037-23-4

General procedure: A mixture of bisarylidenepiperidin-4-one (1.36 mmoL), isatin (2.72 mmoL) and L-phenylalanine (2.72 mmoL) were heated with stirring in [bmim]Br medium (3 mL) for 1 h at 100 C. After completion of the reaction (TLC), ethyl acetate (2 x 5 mL) was added and the reaction mixture was stirred for 10 min. The organic layer was removed under reduced pressure and the crude product was purified by column chromatography (ethyl acetate:hexane v/v 3:7). 5′-Benzyl-4′-(o-tolyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(o-methylphenyl)-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5g): Melting point 229-231 C; white solid, 89%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 4.96 (d, J = 14.5 Hz, 1H), 4.53-4.62 (m, 1H), 4.21 (d, J = 10.0 Hz, 1H), 3.64 (d, J = 14.00 Hz, 1H), 3.59 (d, J = 15.00 Hz, 1H), 3.37-3.42 (dd, J = 15 Hz, 1H), 2.98-3.02 (dd, J = 14.5 Hz,1H), 2.66-2.71 (m, 1H), 2.48 (d, J = 14.0 Hz, 1H), 2.33 (s, 3H), 2.31 (s, 3H), 6.49-6.58 (m, 2H), 6.99-7.39 (m, 21H, Ar); 13C-NMR (CDCl3, 100 MHz): delta/ppm 21.1, 21.5, 39.5, 47.4, 52.8, 52.9, 61.1, 66.9, 70.8, 100.7,109.6, 119.6, 120.9, 121.5, 122.4, 123.9, 124.2, 126.4, 128.4, 128.5, 129.1, 129.3, 129.35, 130.4, 131.6, 133.7, 135.2, 135.8, 136.2, 136.8, 138.2, 138.4, 138.7, 139.6, 139.8. 140.0, 144.3, 179.9, 197.1. EI-MS: m/z 739 (M+). Anal. Calcd for C46H40F3N3O3: C, 74.68; H, 5.45; N, 5.68. Found: C, 74.78; H, 5.51; N, 5.81.

In the meantime we’ve collected together some recent articles in this area about 169037-23-4 to whet your appetite. Happy reading!

Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Govindasami, Periyasami; Al-thamili, Dhaifallah M.; Krishnamoorthy, Rajapandian; Periasamy, Vaiyapuri Subbarayan; Alshatwi, Ali A.; Mahalingam; Thangamani, Shankar; Menendez, J. Carlos; Molecules; vol. 23; 5; (2018);,
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