Category: indolines-derivatives

Application of 19727-83-4, These common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, 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.

Synthesis of 2-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethyl methanesulphonate, common to all the examples Step 1: Synthesis of 2-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethanol500 ml of acetonitrile, 50 g (0.304 mol) of 6-nitroindoline, 45.1 ml (1.36 mol) of 2-bromoethanol and 131.5 ml (0.942 mol) of triethylamine are successively charged to a 1 litre three-necked flask equipped with a thermometer, a condenser, a bubbler and a magnetic stirrer, and the mixture is brought to reflux for 24 hours. The reaction medium is then concentrated under vacuum to 1/10 until a red oil is obtained, which is taken up with 600 ml of dichloromethane. The resulting organic phase is washed with 4 x 300 ml of water and dried over sodium sulphate Na2S04. The dichloromethane is eliminated in a rotary evaporator until a dark red solid having a mass of 64.83 g is obtained, which is purified by silica column chromatography (eluent = 90/10 chloroform/methanol) to give 41.13 g (yield 64.8%) of a dark red solid corresponding to the expected product. Analysis by mass spectrometry confirms the structure of the expected compound: the quasi-molecular ions [M+H] + , [M+Na] + , [M+Na+CH3OH]+, [2M+Na]+, [M~H]~ of the expected molecule CioHi2N203 are mainly detected.

Statistics shows that 6-Nitroindoline is playing an increasingly important role. we look forward to future research findings about 19727-83-4.

Reference of 39755-95-8,Some common heterocyclic compound, 39755-95-8, name is 5-Methoxyisatin, molecular formula is C9H7NO3, 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.

Under air conditions,Add pressure tube to each open5-methylisatin (0.5 mmol, 88.5 mg),Cu (OAc) 2 (1.25 mmol, 249.5 mg), and then 2 mL of DMSO was added to the reaction tube. The mixture was stirred in an oil bath at 120 C under magnetic stirring.TLC followed the reaction. Reaction 14h.Cooling stand, the reaction solution was diluted with 5mL CH2Cl2, 30mL water and 2 ~ 3mL ammonia, liquid separation. The aqueous phase was further extracted with CH 2 Cl 2 (3 × 10 mL) and the organic phases were combined,Dry over anhydrous Na2SO4, filter and evaporate the solvent under reduced pressure.Column chromatography EA: PE = 1: 4 yielded 31.3 mg of a yellow solid in 32.8% yield.

The synthetic route of 39755-95-8 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1168150-46-6, name is (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate, 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 1168150-46-6, Recommanded Product: (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate

General procedure: A mixture of intermediate (3a, 3b, 6a, 6b, 10a, 10b, 11a-d, and14a-g, 1.5 mmol) and methyl (E)-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (1.5 mmol) in methanol (10 mL) wasstirred under reflux for 5-10 h. When TLC showed the completionof the reaction, the solution was cooled to room temperature. Theprecipitate was filtered off to give a crude product, which wasrecrystallized from methanol to provide the target compounds.

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, (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate, other downstream synthetic routes, hurry up and to see.

Related Products of 6326-79-0,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.

To a solution of 6-bromoindoline-2,3-dione (0.504 g,2.23 mmol)in acetonitrile (11 mL)was added K2C03 (1.23 g,8.92 mmol)then iodomethane (0.278 mL,4.46 mmol). The reactionmixture was heated at 60 oc for 1.5 h. After cooling to room temperature,water (30 mL)wasadded and the mixture was extracted with DCM (30 mL x 3). The combined organic layers were washed with brine (30 mL),dried over anhydrous Na2S04 and then concentrated in underreduced pressure to give the title compound (0.506 g,95%)that required no further purification.1HNMR(400MHz,CDCl3)87.46(dd,J=7.9,l.OHz,1H),7.32-7.28(m,1H),7.08(d,J=1.5 Hz,1H),3.25 (d,J = 0.6 Hz,3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromoisatin, its application will become more common.

Reference of 3783-77-5, A common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, molecular formula is C12H11NO3, 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.

(1) Synthesis of N-[3-(N-hydroxyimino)butyl]-phthalimide 1.08 g (5.00 mmol) of N-(3-oxobutyl)phthalimide was dissolved in 10 ml of methanol and to the solution was added 0.695 g (10.0 mmol) of hydroxylamine hydrochloride. To this suspension was added 2 ml of 5N aqueous sodium hydroxide solution, followed by being stirred at room temperature for 16 hours. The reaction mixture was poured into 100 ml of saturated aqueous sodium hydrogencarbonate and extracted with chloroform (30 ml*3), and the combined organic layer was dried over magnesium sulfate. Chloroform was distilled off and the residual solids were washed with hexane to give 0.98 g (yield 84%) of the titled compound as colorless crystals. Melting point 151-172 C., 1 H-NMR spectrum (DMSO-d6, TMS as internal standard); delta=1.81(s, 3H*0.75), 1.83(s, 3H*0.25), 2.3-2.6(m, 2H), 3.78(t, J=6 Hz, 2H*0.75), 3.91(t, J=6 Hz, 2H*0.25), 7.85(s, 4H), 10.15(bs, 1H*0.75), 10.34(s, 1H*0.25)ppm,

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.

Some common heterocyclic compound, 6780-38-7, name is 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride, molecular formula is C10H6ClNO3, 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 2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride

To a solution of the starting material 5-2 (50 mg, 0.2 mmol) and triethylamine (60 mul_, 2 eq) in 1 mL of dioxane at 0 0C was added phthalyl-glycyl chloride (44 mg, 1 eq) in 1 ml_ of dioxane. The resulting solution was stirred at room temperature overnight. The solution was then evaporated. Water was added and the product was extracted in ethyl acetate (X3) to give 77 mg (88% yield) of 11a, LC-MS 440 (MH+). This material was converted to the free amine 11-1 as described in Step 4C. LC-MS (method 2) 310.1 (MH+), tR = 3.44 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6780-38-7, its application will become more common.

16800-68-3, name is 1-Acetylindolin-3-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. Product Details of 16800-68-3

General procedure: 1a (35.0 mg, 0.2 mmol, 1 equiv.), tert-BuOK (22.4 mg, 0.2 mmol, 1.0 equiv.) were added to a Schlenk tube. Then 2 ml THF was added using a syringe. The reaction mixture was stirred 15min,and then added iodonium salt 2 (0.2 mmol, 1.0 eq). The reaction was stirred at 30C for 10 hours.After cooling to room temperature, the solvent was removed in vacuo and the residue was purifiedby silica gel using a proper eluent (EtOAc/Hexane) to afford the desired products

The synthetic route of 16800-68-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 200049-46-3, The chemical industry reduces the impact on the environment during synthesis 200049-46-3, name is 7-Bromo-2,3-dihydro-isoindol-1-one, I believe this compound will play a more active role in future production and life.

Similar to the procedure used to prepare Compound 32, Compound Ic was reacted with Compound 12a and Pd(OAc)2, P(?-tolyl)3, and 2N aqueous Na2CO3 in DMF to give Compound 23 as a clear, colorless oil. 1H NMR (400 MHz, CDCl3) 1.30 and 1.65 (rotamer A and B, two singlets, 9H), 4.42 (s, 2H), 6.25 (m, IH), 7.35-7.65 (complex, 5H); MS (ESI) m/z: 299 (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.

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. 141452-01-9, name is Methyl indoline-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H11NO2

Under the protection of argon, dissolve bis (trichloromethyl) carbonate (296mg, 1mmol) in 5mL of tetrahydrofuran, cool to 0 C, add triethylamine (202mg, 2mmol), stir for 5 minutes, and add indoline- Methyl 5-carboxylate 3a (177 mg, 1 mmol, prepared according to the published patent application “WO 2010149685”) was reacted at room temperature overnight. 20 mL of 2N dilute hydrochloric acid was added and extracted with dichloromethane (30 mL × 3). The organic phases were combined, washed with a saturated sodium bicarbonate solution (30 mL) and a saturated sodium chloride solution (30 mL), and the organic phase was dried over anhydrous sodium sulfate. , Filtered, and concentrated under reduced pressure to give 1- (chlorocarbonyl) indololine-5-carboxylic acid methyl ester 3b (239 mg, white solid), yield: 100%.

According to the analysis of related databases, 141452-01-9, the application of this compound in the production field has become more and more popular.

Application of 6344-05-4, These common heterocyclic compound, 6344-05-4, name is 4-Chloroisatin, 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.

To the 25 ml dry round-bottom flask is added in 3 ml toluene, 163 mg (1mmol) isatoic anhydride, 181 mg (1mmol) 4- chloroisatin (purchased from Shanghai the nation becomes chemical Company limited), 505 mg (5mmol) triethylamine, then heating to 110 °C, stir at reflux reaction 3-4h, TLC detection display after the reaction is finished, pressure reducing evaporate solvent, residue is recrystallized in ethanol, to obtain the product 7- chlorine tryptamine alkone 225 mg, yield 80percent.

The synthetic route of 6344-05-4 has been constantly updated, and we look forward to future research findings.