Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-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 3783-77-5, Product Details of 3783-77-5

5.43 g (25 mmol) of 4-phthalimidobutan-2-one Z4 are dissolved in 150 ml of toluene, admixed with 4.28 g (56.25 mmol, 2.25 eq) of 1,3-propanediol and 0.24 g (1.25 mmol, 0.05 eq) of para-toluenesulfonic acid monohydrate and heated under reflux for 24 h on a water separator. The mixture is cooled to RT and washed with 3¡Á30 ml of saturated sodium hydrogencarbonate solution. The combined aqueous phases are extracted once with 90 ml of EtOAc and the combined organic phases are dried over sodium sulfate and concentrated on a rotary evaporator. The colorless oil obtained is crystallized from heptane. Yield (Z6): 7.09 g with an HPLC purity of 88 area % 1H-NMR (CDCl3): 7.89-7.80 (m, 2H); 7.74-7.66 (m, 2H); 3.97-3.80 (m, 6H); 2.11 (tr, 2H); 1.84-1.72 (m, 1H); 1.66-1.56 (m, 1H); 1.48 (s, 3H) [ppm]

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Reference:
Patent; BASF SE; SUBKOWSKI, THOMAS; Bollschweiler, Claus; Wittenberg, Jens; Siegel, Wolfgang; Pelzer, Ralf; (92 pag.)US2017/265510; (2017); A1;,
Indoline – Wikipedia,
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Related Products of 181140-34-1, 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. 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compounds 2-5 were synthesized using a modified procedure originally reported by Roehrig et al.28 To a cooled solution of (R)-(-)-N-(2,3-epoxypropyl)phthalimide 1 (102 mg, 0.50 mmol) in 10 mL of 2-propanol, amine or aminoalcohol (0.6 mmol, 1.2 equiv) in 10 mL of 2-propanol was added at 0 C and stirred for 1 h. It was then refluxed for 8 h. After the completion of the reaction, the solvent was removed under reduced pressure and the crude product was purified by flash chromatography on silica gel (CHCl3/MeOH 1:20 as eluent) to afford 2-5 as white crystals.

The synthetic route of (R)-(-)-N-(2,3-Epoxypropyl)phthalimide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bozkurt, Selahattin; Durmaz, Mustafa; Naziroglu, Hayriye Nevin; Yilmaz, Mustafa; Sirit, Abdulkadir; Tetrahedron Asymmetry; vol. 22; 5; (2011); p. 541 – 549;,
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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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, A new synthetic method of this compound is introduced below., Safety of Potassium 1,3-dioxoisoindolin-2-ide

REFERENTIAL EXAMPLE 6 To 75 g of potassium phthalimide, were added 75 g of alpha-bromo-p-xylene and 500 ml of dimethylformamide (DMF). The mixture was stirred at 100 to 110 C. for 15 hours. After cooling, the insolubles were removed by filtration and the filtrate was concentrated under reduced pressure. The residue was recrystallized from 500 ml of methanol to yield 90 g of colorless needle crystals of 4-phthalimidomethyltoluene; m.p. 120-121 C.

The synthetic route of 1074-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Torii & Co. Ltd.; US4598077; (1986); A;,
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Related Products of 611-09-6, A common heterocyclic compound, 611-09-6, name is 5-Nitroindoline-2,3-dione, molecular formula is C8H4N2O4, 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 indole (2 mmol), isatin (1 mmol), SAMSNs (0.06 g), and water (3 ml) was stirred at 60 C for different periods of time as indicated in Table 4. After completion of the reaction (as monitored by TLC), the mixture was cooled to room temperature. The precipitated solid and the SAMSNs were filtered off and dissolved in acetone. After dissolution of the product, the solid catalyst was removed by filtration, and the resulting solution was evaporated under reduced pressure. The pure product was obtained by recrystallization from ethanol.

The synthetic route of 611-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mehrasbi, Ebrahim; Sarrafi, Yaghoub; Tajbakhsh, Mahmood; Research on Chemical Intermediates; vol. 41; 9; (2015); p. 6777 – 6787;,
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Electric Literature of 20870-79-5, The chemical industry reduces the impact on the environment during synthesis 20870-79-5, name is 5-Nitroindolin-2-one, I believe this compound will play a more active role in future production and life.

General procedure: To the 3-subtitutedphenyl-1H-pyrazole-5-carbaldehydes 11(a-d) prepared in the above step was added corresponding substituted oxindoles and catalytic amount of piperdine (1.0ml) in ethanol. Heated the reaction mixture to reflux for 4h at 85C. The solid compounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying the final compounds (Z)-3-((3-phenyl-1H-pyrazol-5-yl)methylene)indolin-2-one analogs 12(a-u) were obtained as pure solids (yield 75-80%).

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

Reference:
Article; Kamal, Ahmed; Shaik, Anver Basha; Jain, Nishant; Kishor, Chandan; Nagabhushana, Ananthamurthy; Supriya, Bhukya; Bharath Kumar; Chourasiya, Sumit S.; Suresh, Yerramsetty; Mishra, Rakesh K.; Addlagatta, Anthony; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 501 – 513;,
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Reference of 4403-36-5,Some common heterocyclic compound, 4403-36-5, name is 2-(1,3-Dioxoisoindolin-2-yl)ethanesulfonylchloride, molecular formula is C10H8ClNO4S, 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.

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonic acid (5-chloro-2-{2-[4-(4-fluoro-benzyl)-2-methyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-amide To a solution of of 2-(2-amino-4-chloro-phenoxy)-1-[4-(4-fluoro-benzyl)-2-methyl-piperazin-1-yl]-ethanone (0.050 g, 0.13 mmol) in methylene chloride (1 mL) at ambient temperature was added triethylamine (0.027 mL, 0.19 mmol) and 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonyl chloride (0.045 g, 0.17 mmol). The reaction was stirred overnight at ambient temperature. Additional triethylamine ((0.027 mL, 0.19 mmol) and 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonyl chloride (0.045 g, 0.17 mmol) was added, The reaction was stirred one hour, then additional triethylamine (0.055 mL, 0.34 mmol) was added. The reaction was stirred and hour, then additional 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonyl chloride (0.090 g, 0.34 mmol) was added. After stirring an additional 1 hour, the reaction was treated with saturated aqueous sodium hydrogen carbonate and extracted with methylene chloride (3*). The combined organics were dried over magnesium sulfate, filtered and concentrated in vacuo. Purification via radial chromatography (2 mm plate) gave the title compound (0.030 g).

The synthetic route of 4403-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blumberg, Laura C.; Brown, Matthew F.; Gladue, Ronald P.; McGlynn, Molly A.; Poss, Christopher S.; US2002/107255; (2002); A1;,
Indoline – Wikipedia,
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Some common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, molecular formula is C8H4BrNO2, 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. Safety of 6-Bromoisatin

To R4 (500 mg, 2.21 mmol) in acetonitrile (15 mL) is added Met (0.303 mL, 4.87 mmol) and K2CO3 (1.2 g, 8.68 mmol) and the reaction mixture stirred at 60 C. for 45 min. DCM and water is added and the aqueous layer extracted twice with DCM, the combined organic layers are washed with brine, dried and concentrated. Yield 65%. m/z 240/242 [M+H]+, rt 0.49 min, LC-MS Method b.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6326-79-0, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRUNDL, Marc; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; RIETHER, Doris; WIENEN, Wolfgang; US2013/172327; (2013); A1;,
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Some common heterocyclic compound, 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, molecular formula is C8H4KNO2, 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. COA of Formula: C8H4KNO2

To a stirred solution of i,6-dibromohexane (12.3 rnL, 81.0 mmol) in DMF (10 mL), was added potassIum phthaiate (5.0 g, 27,0 mrnoi) portion-wise over 30 mm at room temperature. After complete addition, the reaction mixture was stirred at 90 C for 18 h, then quenched with waLer (300 mL) and extracted with diethyl ether (150 mL x 2). The combined organic extracts were washed with water (100 mL x 2), followed by brine (50 mL x 2) and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (60-120 mesh) using 5-10% EtOAc / hexanes to afford 3-i as an off- white solid (6.3 g, 76% yield). LCMS: 310.95 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1074-82-4, its application will become more common.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; SHIRUDE, Pravin S.; (258 pag.)WO2017/6282; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 897957-06-1, name is 6-Bromo-1-methylindolin-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 897957-06-1, Product Details of 897957-06-1

General procedure: General Procedure: Under nitrogen atmosphere, to a stirred solution of N-substituted-2-oxindole (10 mmol) in dry Et2O (40 mL) was added LiHMDS (1.0 M in THF solution, 12 mmol, 12 mL) dropwise at 0 C. The solution was allowed to warm to ambient temperature and stirred for 1 h. Then the solution was cooled to 0 C and TMSCl (13 mmol, 1.6 mL) was added dropwise. The solution was allowed to warm to ambient temperature and stirred for another 3 h. The solvent was removed under reduced pressure, and dry MeCN (40 mL) was charged to the flask. The solution was cooled to 0 C again and Selectfluor (12 mmol, 4.3 g) was added to the solution in small portions. The resulting suspension was allowed to warm to ambient temperature and stirred overnight. The reaction was quenched by the addition of water (20 mL) and EtOAc (20 mL). The reaction mixture was extracted with EtOAc (20 mL ¡Á 2). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure Purification of the crude product was performed by flash column chromatography (Hexane/EtOAc) to afford 3-fluorooxindole.

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Reference:
Article; Zhao, Jian-bo; Ren, Xinfeng; Zheng, Bu-quan; Ji, Jian; Qiu, Zi-bin; Li, Ya; Journal of Fluorine Chemistry; vol. 215; (2018); p. 44 – 51;,
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Adding a certain compound to certain chemical reactions, such as: 20780-72-7, name is 4-Bromoisatin, 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 20780-72-7, Computed Properties of C8H4BrNO2

General procedure: Indoles (0.20mmol), isatins (0.10mmol), and 60 wtpercentPWA/MCM-41 catalyst (0.0050 g) were stirred in THF(0.3mL) at room temperature for 2.5 h and monitored byTLC. The product were purified by column chromatographyon silica gel using petroleum ether/ethyl acetate (20 : 1, 10 : 1,5 : 1, 2 : 1, 1 : 1) as the eluent. All compounds (3a?3o) werecharacterized by 1H and 13C NMR (400MHz) spectral analysis.The catalyst was separated from the reaction mixture bycentrifugalization, dried at 473K for 4 h after washing withethanol, then continued to be reused for the next reaction.

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:
Article; Xing, Liuzhuang; Hui, YongHai; Yang, Jinghui; Xing, Xuejian; Hou, Yadong; Wu, Yang; Fan, Kui; Wang, Wei; Journal of Chemistry; vol. 2018; (2018);,
Indoline – Wikipedia,
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