Category: indolines-derivatives

Electric Literature of 496-12-8, These common heterocyclic compound, 496-12-8, name is Isoindoline, 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.

Isoindoline 228 Milligram (mg) ( (1.91 mmol, mmol) was dissolved in dimethylformamide Dissolved in 20 milliliters (mL) 153 mg of 55% (v / v) sodium hydride at 0 C (3.52 mmol) was added thereto, followed by stirring for about 40 minutes, 3 – ((2S, 3R, 4R, 5S, 6R) -3,4,5-triacetoxy-6-acetoxymethyl-tetrahydropyran -2-yl] benzyl bromide 800 mg (1.60 mils Mol) was added and the mixture was stirred at room temperature for about 10 hours. 100 milliliters of water was added to the reaction mixture, and the mixture was extracted with ethyl acetate Dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography to give 420 mg (yield: 70.7%) of the title compound was obtained.

The synthetic route of 496-12-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samjin Pharmaceutical Co., Ltd.; Cho, Eui-Hwan; Shin, Hui-Jong; Kwon, Ho-Seok; Lee, Jae-Woong; Joo, Jeong-Ho; Lee, Keun-Kuk; Kim, Jong-Min; Kim, Hyun-Tae; Kim, Jae-Eon; Lee, Jung-Rok; Jang, Beom-Hyeon; (37 pag.)KR2016/97861; (2016); A;,
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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. 1498-88-0, name is 1′,3′,3′-Trimethyl-6-nitrospiro[chromene-2,2′-indoline] belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C19H18N2O3

General procedure: All spectroscopic analyses were performed with an Ocean OpticsUSB 4000 spectrometer and an LS-1 tungsten halogen lamp with a400 nm longpass filter. UV and visible light exposures were performedusing a UV-UVP lamp (4 Watt, 365 nm) and a Fisher ScientificUltra-bright LED Illuminator (18 mW, 400e750 nm)respectively. All spectroscopic analyses were carried out withconstant magnetic stirring at room temperature. Monomer solution spectra were measured using a quartz cuvette containing a 1 mLaliquot of a 1 103 M monomer solution in acetone. Polymerspectra were obtained by suspending a 5 mg quantity of polymer in2 mL of acetone in a 1 cm quartz cuvette. Absorbance spectra of theMC forms of dyes were recorded after exposure to UV light for1 min. The metal complex spectra were obtained by adding a 20 mLaliquot of a 0.02 M CoCl2 or ZnCl2 solution in acetone to the cuvetteafter 1 min of UV light exposure, and then recording the spectrum.Experiments to measure the rates of photochemical isomerizationfrom the SP to MC form (forward reaction) were conducted underconstant UV light, with absorbance measurements recorded at thewavelength of maximum absorbance (lmax) every 10 s for a total of10 min. To determine the rate of isomerization from the MC to SPform (reverse reaction), the cuvette was first exposed to UV light(solution 45 s; polymer 8 min) to convert the dye to the MCform. The reverse reaction was then monitored during constantvisible light exposure, with absorbance measurements recorded atlmax every 10 s for total of 15 min.

The synthetic route of 1498-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sennett, Kelly A.; Lindner, Brian K.; Kaur, Navdeep; Fetner, Shannon M.; Stitzel, Shannon E.; Dyes and Pigments; vol. 98; 3; (2013); p. 437 – 441;,
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Application of 7477-63-6, 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. 7477-63-6, name is 7-Chloroisatin, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of isatins 1a-f (1 mmol), active cyanomethanes 2a-b (1 mmol), and enolizable ketones 3a-d (1 mmol) in ethanol (3 ml)was stirred at room temperature in the presence of HIL (Scheme 2).The reaction progress was monitored by thin-layer chromatography (TLC). After completion of the reaction, the reaction mixture was treated with ethanol to recover the insoluble catalyst by filtration.The filtrate was then concentrated under vacuum and the desired product was obtained. The structures of the products were confirmed by 1H NMR, IR spectroscopy, and supported by elemental analysis. The filtered catalyst was dried under vacuum for 2 h and was reused with a fresh charge of solvent and reactants for subsequent runs under the same reaction conditions to observe its catalytic efficiency.

The chemical industry reduces the impact on the environment during synthesis 7-Chloroisatin. I believe this compound will play a more active role in future production and life.

Reference:
Article; Satasia, Shailesh P.; Kalaria, Piyush N.; Avalani, Jemin R.; Raval, Dipak K.; Tetrahedron; vol. 70; 35; (2014); p. 5763 – 5767;,
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Reference of 15362-40-0, The chemical industry reduces the impact on the environment during synthesis 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, I believe this compound will play a more active role in future production and life.

General procedure: An equivalent mixture of aldehyde (1 mmol) and active methylene compound- barbituric acid/1, 3-dimethyl barbituric acid/ 1-(3-chlorophenyl)-3-methyl-2-pyrazolin-5-one (1 mmol) in dimethyl formamide (2 mL) was subjected to microwave irradiations at 150 C for 1 h. The reaction was monitored by TLC. After the completion, the reaction was quenched by adding water to the reaction mixture. The crude product was separated out as solid, which was further purified by washing with ethanol, hot water and recrystallization from chloroform:methanol (9:1).

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, 1-(2,6-Dichlorophenyl)-2-indolinone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Singh, Harpreet; Kaur, Manpreet; Kaur, Harpreet; Sharma, Indu; Bhandari, Anmol; Kaur, Gurcharan; Singh, Palwinder; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
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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. 3335-98-6, name is 1-Phenyloxindole, A new synthetic method of this compound is introduced below., HPLC of Formula: C14H11NO

1-phenyl-2,3-dihydro-1H-indol-2-oneTo 100 g (0.48 mol) was added to 1.5 L CH2Cl2. It was added to phosphoryl chloride 267 mL (2.87mol) at room temperature and heated to reflux for 12 hours. Slowly added dropwise to the ice-water cooling, the reaction solution and the reaction was terminated. The organic layer was extracted with CH2Cl2 and 2.0 L sat. Neutralized with aqueous NaHCO3 solution and washed with distilled water. The resulting organic layer was dried over anhydrous MgSO4, and evaporated under reduced pressure and purified by silica gel column chromatography to give the title compound 40.3 g (yield 37%):

The synthetic route of 3335-98-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doosan Corporation; Sim, Jae Uii; Park, Sung Jin; Jang, Ji Sung; (28 pag.)KR2016/41676; (2016); A;,
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Application of 611-09-6, 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 611-09-6 as follows.

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.

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; Nasseri; Zakerinasab; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5261 – 5270;,
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Related Products of 20870-79-5, A common heterocyclic compound, 20870-79-5, name is 5-Nitroindolin-2-one, molecular formula is C8H6N2O3, 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 reaction mixture of 5-nitroindolin-2-one (356 mg, 2 mmol),the appropriate aldehyde (2.4 mmol, 1.2 equiv.) and piperidine(21 muL, 0.2 mmol, 0.1 equiv) in DMF (5 mL) was stirred at 80 C for4 h. The solventwas removed under reduced pressure, the resultingresidue was suspended in ethyl ether (15 mL) and filtered, tofurnish the target compound used without any further purificationfor the next reaction.

The synthetic route of 20870-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Romagnoli, Romeo; Baraldi, Pier Giovanni; Prencipe, Filippo; Oliva, Paola; Baraldi, Stefania; Salvador, Maria Kimatrai; Lopez-Cara, Luisa Carlota; Bortolozzi, Roberta; Mattiuzzo, Elena; Basso, Giuseppe; Viola, Giampietro; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 258 – 270;,
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169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details 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′-(p-methoxyphenyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(p-methoxyphenyl)-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5l): Melting point 270-272 C; White solid, 92%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 5.00 (d, J = 14.64 Hz, 1H), 4.67-4.70 (m, 1H), 4.33 (d, J = 10.24 Hz, 1H), 3.86 (d, J = 13.92 Hz, 1H), 3.81 (s, 3H), 3.79 (s, 3H), 3.76 (d, J = 16.92 Hz, 1H), 3.47 (d, J = 15.4 Hz, 1H), 3.06 (d, J = 11.72 Hz, 1H), 2.75-2.79 (dd, J = 13.96, 8.08 Hz, 1H), 2.72 (d, J = 13.92 Hz, 1H), 6.59-6.66 (m, 2H), 7.14-7.63 (m, 21H, Ar); 13C-NMR (CDCl3, 100 MHz): delta/ppm 39.6, 47.3, 52.7, 53.1, 55.3, 55.4, 61.1, 67.3, 70.9, 100.8, 109.7, 114.1, 114.4, 121.1, 122.2, 124.7, 124.9, 126.5, 127.4, 128.5, 128.6, 128.7, 129.3, 129.9, 130.1, 130.4, 134.5, 136.9, 138.3, 138.5, 138.7, 139.8, 139.8, 144.4, 179.6, 197.2. EI-MS: m/z 771 (M+). Anal. Calcd for C46H40F3N3O5: C, 71.58; H, 5.22; N, 5.44. Found: C, 71.71; H, 5.34; N, 5.56.

The synthetic route of 169037-23-4 has been constantly updated, and we look forward to future research findings.

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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Application of 337536-15-9,Some common heterocyclic compound, 337536-15-9, name is 4-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, 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.

A suspension of Example 1C (10.6g, 50 mmol) and 4,4,5,5,4′,4′,5′,5 -octamethyl-[2,21bi[[l,3,2]dioxaborolanyl] (15.23g, 60 mmol) in DMF (390 mL) was stirred until a clearyellow solution was obtained. The solution was then treated with potassium acetate (14.72g,150 mmol), degassed with nitrogen, treated with [1.1 -bis(diphenylphosphino)-ferrocene]dichloropalladium [H]-CH2C12 (7g, 8.5 mmol) and heated to 90 C overnight. The(R)reaction was cooled to room temperature and filtered through diatomaceous earth (Celite ),and concentrated. The concentrate was partitioned between water and ethyl acetate and/?filtered through diatomaceous earth (Celite ). The organic phase was dried (Na2SO4),filtered, and concentrated. The crude product was purified by silica gel chromatographyeluting with 100% ethyl acetate and triturated from hexanes to give 4.56g (35% yield) of thedesired product

The synthetic route of 337536-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/108672; (2004); A1;,
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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. 3676-85-5, name is 5-Aminoisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Aminoisoindoline-1,3-dione

Example 86 N-(1,3-Dioxo-2,3-dihydro-1H-5-isoindolyl)-N’-(2-nitrobenzyl)urea Diphenylphosphoryl azide (165 mg, 0.60 mmol, 1.2 eq) and triethylamine (61 mg, 0.60 mmol, 1.2 eq) were added to a solution of 2-nitrophenylacetic acid (90 mg, 0.50 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (81 mg, 0.50 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 2 hr. After the completion of the reaction, water and ethyl acetate were added thereto, and the precipitated crystal was collected by filtration, was washed with ethyl acetate, and was further washed with a chloroform/methanol solution to give the title compound as a crystal (11 mg, 6.5%). MS m/z: 340 1H-NMR delta: 4.61 (2H, d, J = 5.37 Hz), 7.00 (1H, t, J = 5.73 Hz), 7.53 – 7.70 (4H, m), 7.76 (1H, t, J = 7.44 Hz), 8.00 (1H, s), 8.06 (1H, d, J = 7.44 Hz), 9.48 (1H, s), 11.09 (1H, s)

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:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
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