Indolines-derivatives

These common heterocyclic compound, 15861-23-1, name is Indoline-5-carbonitrile, 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. COA of Formula: C9H8N2

To a solution of indoline-5-carbonitrile (1 10 mg, 0.75 mmol) in 2.5 mL of MeOH was added tert-butyl 3-oxopyrrolidine-l-carboxylate (166 mg, 0.90 mmol) and HO Ac (0.1 1 mL, 1.88 mmol) subsequently. After stirring at room temperature for 10 minutes, NaCNBH3 (57 mg, 0.90 mmol) was added and the mixture was then stirred at ambient temperature for 2 days. The volatiles were removed under vacuum. The residue was diluted with EtOAc, then washed with 1 N NaOH solution and brine, dried over Na2S04, and evaporated in vacuo to afford the crude title compound for the next step use without further purification.

The synthetic route of Indoline-5-carbonitrile 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., SDS of cas: 15362-40-0

Step 1: Synthesis of [2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid] (2) To a stirred solution of 1-(2,6-Dichloro-phenyl)-1,3-dihydro-indol-2-one 1 (10 g, 0.03 mol) in toluene (340 mL) was added aq. NaOH (2N, 34 mL)) at rt. The resulting mixture was stirred at 90 C. for 16 h. After completion, clear solution was cooled in an ice bath and acidified with con. HCl. The precipitated solid was filtered, washed with ethanol and dried under reduced pressure to get 9.0 g (84.4% yield) of Compound 2 as an off white solid. Used in the next step without any further purification; Mass: 294.1 (M-H); 1H-NMR (400 MHz, DMSO): 12.70 (s, 1H), 7.53-7.51 (d, J=8.0 Hz, 2H), 7.24-7.16 (m, 3H), 7.08-7.03 (m, 1H), 6.87-6.83 (m, 1H), 6.28-6.26 (d, J=7.8 Hz, 1H), 3.69 (s, 2H); 13C-NMR (400 MHz; DMSO): 173.86, 142.66, 137.11, 130.89, 130.04, 129.17, 127.51, 125.56, 123.89, 120.76, 115.95, 37.74.

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.

Electric Literature of 2058-72-2, These common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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.

Representative experimental procedure for Phospho-Aldol reaction: In a typical experiment, Catalyst 1h (0.04 mmol) was added to a stirred solution of 1-methylisatin 2a (2.0 mmol) in CH2Cl2 (3 mL) at 0 C under an atmosphere of air. The resulting solution was magnetically stirred for 10 min prior to the addition of pre-cooled (0 C) Diphenyl phosphite 3a (0.40 mmol). After stirring for the indicated reaction time at 0 C (monitored by TLC), the crude adduct 4a was purified by column chromatography (petroleum ether/ethyl acetate, 3:1). The enantiomeric excess of the pure product was determined by chiral HPLC analysis on chiralpak AS-H.

Statistics shows that 5-Bromo-1-methylindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 2058-72-2.

These common heterocyclic compound, 7147-90-2, name is 5-Chloroisoindoline-1,3-dione, 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. COA of Formula: C8H4ClNO2

General procedure: (0.107) Intermediate 4 (0.001 mol) was dissolved in 15 ml of N ‘N-dimethylformamide solution, anhydrous potassium carbonate (0.00 mol) was added, methyl iodide (0.0015 mol) or benzyl chloride (0.0015 mol)The mixture was stirred at room temperature for 5 hours. The filtrate was distilled off and the solvent was distilled off, and the residue was recrystallized from methanol to give the intermediate compound 17. 17a: pale yellow solid, yield 72.4%

The synthetic route of 5-Chloroisoindoline-1,3-dione 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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Safety of (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione

2-({(5S) -2-oxo-3-[4- (3-oxo-4-morpholinyl) phenyl] -1,3-oxazolidin-5- yl} methyl)-1,3(2H) -dione (Formula 5) were added 75 ml of ethanol and 8.1 ml of a methylamine solution (concentration in water 40%) was added.The reaction mixture was then diluted with 60In Heating, Stir at this temperature for 2 hours.Confirm that the reaction is completed, and while maintaining the temperature, dilute the solution with 50 ml of ethanol and 3.04 ml of phosphoric acid, and slowly add the solution to the reaction solution. After confirming that the crystallization of the product was initiated and cooling to 20 C, the precipitated reaction product was filtered under suction. The resulting solid was dispersed in 110 ml of methanol, refluxed for 30 minutes and stirred, and then cooled to room temperature. The resulting crystals were filtered,And dried at 50 DEG C for 4 hours to obtain 11.1 g of morpholine diphosphate (Formula 2). (Yield: 96.0%)

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 446292-08-6.

Electric Literature of 17702-83-9, 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 17702-83-9 as follows.

A mixture of compound 54 (0.85 g, 5.62 mmol), Na2CO3 (0.95 g, 8.99 mmol), and compound 3 (2.16 g, 6.39 mmol) in CH3CN (40 ml) was sirred under reflux for 48 h, cooled, and poured onto ice-water (300 ml). The mixture was extracted with CH2CI2 (3 x 100 ml), the combined extracts were dried (Na2SO4), and concentrated. The residue was purified by column chromatography (petroleum ether-EtOAc (5: 1)) to afford a 2: 1 mixture of the title compound 55 with the starting amine 54 as a colourless oil which was used in the next step without further purification. 1H-NMR (200 MHz, CDCI3, HMDSO): delta 1.15 (t, J=7.1 Hz, 3H); 1.22-1.41 (m, 8H); 1.47-1.76 (m, 4H); 2.74 (q, 3=1.1 Hz, 2H); 3.67 (t, 3=1.1 Hz, 2H); 4.69 (s, 2H); 7.23-7.39 (m, 5H), 7.64-7.75 (m, 2H); 7.78-7.88 (m, 2H).

According to the analysis of related databases, 17702-83-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 496-12-8, The chemical industry reduces the impact on the environment during synthesis 496-12-8, name is Isoindoline, I believe this compound will play a more active role in future production and life.

Step 1: Boc-4-Oxo-proline methyl ester (100 mg, 0.41 mmol) and isoindoline (51 pL, 0.43 mmol) were dissolved in DCE (1 .5 mL) and acetic acid (25 pL, 0.41 mmol) added. After 1 hour, NaBH(OAc)3 (261 mg, 1 .23 mmol) was added and the reaction mixture stirred at room temperature overnight. The reaction mixture was diluted with sat. aq. NaHCO3 and extracted with DCM. The combined organics were passed through a phase separator and the solvent removed to give acrude product which was purified by column chromatography (Biotage, 1 Og SNAP, 0-80% EtOAc/ihexane) to give (25,4R)-4-(1 ,3-dihydro-isoindol-2-yl)-pyrrolidine-1 ,2-dicarboxylic acid 1-tert- butyl ester 2-methyl ester (0.1 3g, 92%) as a brown oil.AnalpH2_MeOH_4MIN: Rt: 1.99 mi mlz 347.3 [M+H]+

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, Isoindoline, 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. 5394-18-3, name is 2-(4-Bromobutyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 2-(4-Bromobutyl)isoindoline-1,3-dione

A 1.0 g portion of JV-[4- (bromo)butyl]phthalimide 21 (0.0035 mol) was dissolved in 10 mL of DMF, and to this solution was added 0.290 g (0.0044 mol) of sodium azide. The reaction was then allowed to stir for 5 h under nitrogen, after which the reaction mixture was concentrated in vacuo to yield a white semisolid. The semisolid was dissolved in water and extracted with three 50 mL portions of ethyl acetate, the combined organic layers were dried over anhydrous magnesium sulfate and filtered, and the solvent was removed to afford 22 (0.760 g, 88%) as a white amorphous powder. This preparation was used in the next reaction without further purification. 1H NMR (400 MHz CDCl3) delta 1.6-1.68 (m, 2H), 1.74-1.82 (m, 2H), 3.3 (t, J= 7.2 Hz, 2H), 3.7 (t, J= 7.2 Hz5 2H), 7.71-7.73 (m, 2H), 7.83-7.86 (m, 2H). 13C NMR(400 MHz CDCl3) delta 26.1, 28.6, 44.02, 53.6, 127.4, 128.0, 132.34, 134.12, 168.52, 171.0.

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.

480-91-1, name is Isoindolin-1-one, 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. SDS of cas: 480-91-1

To a suspension of sodium hydride freshly-washed with hexane (450 mg, 11.26 mmol) in freshly-distille THF (25 mL) was slowly added a solution of isoindolin-1-one (1.00 g, 7.51 mmol) in THF (25 mL) under an N2 atmosphere at 0C and stirred for 30 min. To the resulting reaction mixture was added tert-butyl bromoacetate (1.66 mL, 11.26 mmol) and stirring was continued at room temperature (16 h). The reaction mixture was carefully quenched with methanol and concentrated to obtain a crude residue. The crude product was then further purified by column chromatography (hexanes/ethyl acetate, 4:1) to afford pure isoindolinone ester 2 as an off-white solid (1.80 g, 97%); mp = 62-64C; Rf = 0.33 (hexane/ethyl acetate, 2:1); FT-IR (neat) 2972, 2932, 1738, 1687 cm -1; 1H NMR (400 MHz, CDCl3) delta 7.87-7.85 (d, J = 7.6 Hz, 1H), 7.54-7.52 (m, 1H), 7.47-7.43 (m, 2H), 4.51 (s, 2H), 4.29 (s, 2H), 1.46 (s, 9H) ppm. 13C NMR (100 MHz, CDCl3) delta 168.8, 168.1, 141.6, 131.9, 131.6, 127.9, 123.9, 122.7, 82.2, 50.5, 44.5, 28.1 ppm. LRMS calcd for C14H17NO3 (M+H) 248, found 248.

The synthetic route of 480-91-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 6341-92-0, name is 6-Chloroisatin, 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 6341-92-0, Quality Control of 6-Chloroisatin

General procedure: Substituted isatin (10 mmol) was dissolved in hydrazine hydrate (98%, 10 mL, 32.5 mmol) and refluxed for 15-30 min (130 C). The reaction mixture was then poured into cold water, extracted withethyl acetate. The organic layer was then dried over sodium sulfate. Evaporation of the solvent and recrystallization from hexane/ethylacetate provided the substituted oxindole.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Chloroisatin, and friends who are interested can also refer to it.