Category: indolines-derivatives

Synthetic Route of 611-09-6,Some common heterocyclic compound, 611-09-6, name is 5-Nitroindoline-2,3-dione, molecular formula is C8H4N2O4, 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: An appropriate isatin (indole-2,3-dione) (I, 0.01 mol) was dissolved in alcohol (20 mL) and added hydrazine hydrate (99%, 0.015 mol) while shaking. The reaction mixture was stirred well, warmed on a water-bath for 10 min and left in the refrigeratorfor 3 hours. The resultant yellow crystalline solid was filtered, washed repeatedly with small portions of cold water and finally with a small quantity of cold alcohol. The product was dried and purified by recrystallization from chloroform. The compounds thus obtained were characterized by comparison with their physical constants reported in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Nitroindoline-2,3-dione, its application will become more common.

Application of 15861-30-0,Some common heterocyclic compound, 15861-30-0, name is Indoline-5-carboxylic acid, molecular formula is C9H9NO2, 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 50 ml. RBF was charged with indoline-5-carboxylic acid (2 g, 12.3 mmol), methanol (25 ml_, 0.5 M) and H2S04 (1 mlcat.). The reaction mixture was stirred at reflux for 8 h. The methanol was concentrated under reduced pressure and the resulting residue was extracted with dichloromethane (2 x 25 ml.) and the combined organic layer was washed with sat. NaHC03 (1 x 20 ml_). The combined organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to afford methyl, indoline- 5-carboxylate (2.1 g , 2.78 g theoretical, 75.5%). The product was used directly in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Indoline-5-carboxylic acid, its application will become more common.

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. 20870-79-5, name is 5-Nitroindolin-2-one, A new synthetic method of this compound is introduced below., Recommanded Product: 20870-79-5

Description 1:thylene)-5-nitroindolin-2-oneIn a 35 ml microwave tube were placed 5-nttro-1,3-dihydro-2H-indol-2-one (1 mmol), pyrrole-2-carbaldehyde (1.2 mmol), piperidine (2 drops), ethanol (10 mi) and a magnetic stir bar. The vessel was sealed with a septum and placed in the microwave cavity. Initial microwave irradiation of 200 W was used, the temperature being ramped from room temperature (RT) to 150 C. Once 150 C was reached the reaction vessel was held at this temperature for 30 min by moderation of the initial microwave power. After cooling, solvent was removed in vacuo and ethyl acetate was added to the reaction mixture. The precipitate was collected by filtration and washed with ethyl acetate (2x 10 ml) to afford a yellow-brown solid. The NMR results below identify the product as the title compound D1. 1H NMR (DMSO-de) delta = 13.16 (1H, brs), 11.55 (1H, brs), 8.61 (1H, d, J = 2.5 Hz), 8.18 (1H, s), 8.08 (1H, dd, JA = 2.5 Hz, J2 – 2.2 Hz), 7.47 (1H, m), 7.06 (1H, d, J = 8.8 Hz), 6.97 (1H, m), 6.44 (1H, m). 13C NMR (DMSO-de) delta = 169.6, 144.0, 142.1, 129.6 (2C), 127.6, 126.1, 122.8, 122.6, 114.0 (2C), 112.2, 109.4.

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

Electric Literature of 39603-24-2, A common heterocyclic compound, 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, molecular formula is C10H9NO2, 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: To a round bottom flask containing 5 ml glycerol was added respective isatin (1 mmol) and respective thiosemicarbazide/semicarbazide (1 mmol) under stirring. The temperature of the reaction was set at 40 oC and the resulting mixture was stirred till completion and progress of reaction was monitored with TLC (Hexane/EtOAc 2:1). The reaction was quenched with hot water whence glycerol got dissolved in water and the resulting insoluble solid precipitate was filtered and dried to obtain the crude product which was as good as pure (1H NMR). The aqueous phase containing glycerol was extracted with methyl t-butyl ether (4 × 25 mL) to remove any trace of organic compounds and then evaporated in vacuo to give pure glycerol which was used for the next cycle.

The synthetic route of 39603-24-2 has been constantly updated, and we look forward to future research findings.

Application of 200049-46-3, 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. 200049-46-3, name is 7-Bromo-2,3-dihydro-isoindol-1-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Using the procedure of Example 1 and Compound 19a in place of Compound Id, Compound Ic was converted to 7-(l-benzenesulfonyl-lH-indol-3-yl)-2,3-dihydro- isoindol-1-one Compound 19b, which was isolate as a white solid. 1H NMR (300 MHz, MeOD) 4.48 (s, 2H), 7.22 (dt, J = 1, 8 Hz, IH), 7.31 (dt, J = 1, 8 Hz, IH), 7.45- 7.75 (complex, 7H), 7.45-8.1 (complex, 4H); MS (ESI) m/z: 389 (MH+).

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, 7-Bromo-2,3-dihydro-isoindol-1-one, other downstream synthetic routes, hurry up and to see.

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. 52537-00-5, name is 6-Chloro-2,3-dihydro-1H-indole, A new synthetic method of this compound is introduced below., category: indolines-derivatives

EXAMPLE 37 4-(6-Chloro-2,3-dihydro-indol-1-yl)-pyrido[3,4-d ]pyrimidine 4-Chloropyrido[3,4-d]pyrimidine (0.10 g, 0.60 mmol), 6-chloroindoline (0.10 g, 0.66 mmol) and pyridine (0.14 g, 1.81 mmol) were combined in DMF (1 mL) and heated at 70 C. for 3 hours. The reaction was cooled to room temperature and then added to methylene chloride (150 mL). The organic layer was washed with saturated sodium carbonate and water and then dried over sodium sulfate. The solvent was removed by rotary evaporation and the residue purified by column chromatography (silica gel, 9/2/1-CH2Cl2/hexanes/methanol) to give the title product as a pale yellow residue (0.048 g, 28%). MP 194-6 C.; LCMS: 283 (MH+).

The synthetic route of 52537-00-5 has been constantly updated, and we look forward to future research findings.

3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-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. name: 2-(2-Hydroxyethyl)isoindoline-1,3-dione

0.50 g of N-(2-hydroxyethyl)phthalimide, 10 mL of thionyl chloride, 2 drops of DMF, reflux for 5.0 h.Reaction is complete, cooling, 10% NaHCO33The solution was neutralized to neutral and extracted with ethyl acetate. The organic layer was dried and desolvated to give a solid. The crude product was recrystallized to give a pale yellow solid (0.46 g), yield 83.9%.

The synthetic route of 3891-07-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 169037-23-4,Some common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, molecular formula is C9H4F3NO3, 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 lL, four-necked, jacketed flask equipped with a thermocouple, nitrogen inlet/bubbler, condenser and a mechanical stirrer was charged with 50.0 g of 5-trifluoromethoxyisatin (4) (commercially available from, for example, Aldrich), and 25 g of Amberlite FPC22H resin. The resin was distilled over toluene (200ml/100g) three times and dried at 40 0C under vacuum overnight. A quantity of 43 ml of HC(OEt)3 and 400 ml of absolute ethanol was used. The reaction mixture was heated to reflux. The batch temperature was 76.5 0C and the jacket was set at 90 0C. The mixture was held at reflux and a quantity of 21.5 ml OfHC(OEt)3 was charged at 90 minute, 180 minute, and 300 minute intervals. The mixture was held for another 2 hrs and the batch was cooled to 20 0C and filtered through a celite bed. The solution was collected and distilled to dryness under vacuum. The crude residue was re-slurried in 80 ml of 1 : 10 EtO Ac/heptane and stirred at 0 0C for an hour and filtered to collect the product. Intermediate (7) was obtained in 80% yield and >99% HPLC purity.

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

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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

EXAMPLE 12 (E)-1-(2,6-Dichlorophenyl)-3-(4-methyl-benzyli-dene)-1,3-dihydro-2H-indol-2-one 1-(2,6-Dichlorophenyl)-oxindole (22.24 g; 80 mmoles) and 4-methyl benzaldehyde (10.0 g; 84 mmoles) are dissolved in 250 ml of toluene, pyrrolidine (4.0 ml; 0.30 mole) is measured to the solution, and the mixture is warmed to reflux temperature. It is refluxed for 1 hour, allowed to cool, extracted twice with 10% hydrogen chloride, the toluene phase is dried over sodium sulfate, clarified with bone coal, filtered, washed on the filter with toluene and evaporated. The residual orange-red oil gets crystalline upon trituration with hexane. The substance is stirred in hexane, filtered and washed with hexane. The product is used for the catalytic hydrogenation without recrystallization. Yield: 18.59 g of yellow crystal (61%). M.p.: 201-202 C. (ethyl acetate). IR (KBr): 1716 (C=O), 791 cm-1. 1H-NMR (CDCl3, TMS, 400 MHz): 2.44 (3H, s), 6.41 (1H, d, J=7.9 Hz), 6.95 (1H, t, J=7.7 Hz), 7.18 (1H, t, J=7.7 Hz), 7.30 (2H, d, J=8.0 Hz), 7.37 (1H, t, J=7.7 Hz), 7.51 (1H, d, J=7.9 Hz), 7.64 (2H, d, J=8.0 Hz), 7.81 (1H, d, J=7.7 Hz), 7.96 (1H, s) ppm. 13C-NMR (CDCl3, TMS, 101 MHz): 21.6, 109.2, 121.4, 122.4, 123.0, 125.5, 128.9, 129.3, 129.5, 129.6, 130.5, 130.6, 131.8, 135.7, 138.8, 140.2, 142.1, 167.2 ppm. Analysis for the Formula C22H15Cl2NO (380.28): Calculated: C, 69.49; H, 3.98; Cl, 18.65; N, 3.68%. Found: C, 69.53; H, 4.03; Cl, 18.49; N, 3.67%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 15362-40-0.

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. 89-40-7, name is 5-Nitroisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Nitroisoindoline-1,3-dione

4-Nitrophthalimide (LOOGR) was taken into a beaker and dissolved using 300ML of dimethylformamide and 400ML of methanol. The solution was transferred into a 1L hydrogenation kettle and 20gr of wet Raney nickel catalyst was charged into the kettle. Hydrogenation was carried out initially at 20-40psi and 25-30C until the exothermic nature was over. Hydrogenation was further continued at 40-60psi pressure and 40-50C. After checking the completion of reaction by TLC, catalyst was removed by filtration and the solvents distilled off from the reaction mixture at 50-60C. The residue thus obtained was suspended in water (500ML) and filtered off to get a bright yellow crystalline compound of 4-aminophthalimide (78gr, 92.5%). Melting point: 294-5C.

According to the analysis of related databases, 89-40-7, the application of this compound in the production field has become more and more popular.