Category: indolines-derivatives

Electric Literature of 71294-03-6, These common heterocyclic compound, 71294-03-6, name is 7-Fluoroindolin-2-one, 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.

Step 4 7-Fluoro-1,3-dihydro-indol-2-one (7.3 g, 48 mmol) and lithium chloride (6.67 g, 158 mmol) were dissolved in tetrahydrofuran (200 mL). The solution was cooled to -78 C. and n-butyllithium (40 mL, 100 mmol) was added slowly over a 15 minute period. After 20 minutes at -78 C., methyl iodide (6 mL, 96 mmol) was added and the mixture allowed to warm to room temperature. After 24 hours, the mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Purification of the crude product via Biotage chromatography (Flash40i, silica, 10% then 20% ethyl acetate/hexane) gave 4.1 g (48%) of 7-fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one. MS (ESI) m/z 180 ([M+H]+). Step 4:; 7-Fluoro-1,3-dihydro-indol-2-one (7.3 g, 48 mmol) and lithium chloride (6.67 g, 158 mmol) were dissolved in tetrahydrofuran (200 mL). The solution was cooled to -78 C. and n-butyl lithium (40 mL, 100 mmol) was added slowly over a 15 minute period. After 20 minutes at -78 C., methyl iodide (6 mL, 96 mmol) was added and the mixture allowed to warm to room temperature. After 24 hours, the mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified via Biotage chromatography (Flash40i, silica, 10% then 20% ethyl acetate/hexane) to give 4.1 g (48%) 7-fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one. MS (ESI) m/z 180, [M+H]+).

The synthetic route of 71294-03-6 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. 20870-78-4, name is 5-Bromoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Bromoindolin-2-one

4 mmol of 5-bromo-2-fluorenone (IX) was dissolved in 20 ml of tetrahydrofuran solution, 4.8 mmol of sodium hydrogencarbonate was added, and then 8 mmol of di-tert-butyl dicarbonate was added, and the reaction system was stirred at 66 C. The reaction was quenched by TLC until the material disappeared, and then the mixture was evaporated to ethyl ether.Hexane:Separation and purification of ethyl acetate = 5:1 as eluent gave 670 mg of white solid. The yield was 54%.

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 20870-78-4.

These common heterocyclic compound, 954-81-4, name is N-(5-Bromopentyl)phthalimide, 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. Formula: C13H14BrNO2

4.1.7 Synthesis of 5-N-phthalimido-1-pentyl 2′,2′,2′-trifluoroethyl sulfide 13 ( Scheme 3 ) To a solution of sodium methoxide, prepared by dissolving sodium (1.1 g, 47.82 mmol) in methanol (80 mL), a 2,2,2-trifluoroethanethiol (5 g, 43.0626 mmol) was added and left at room temperature for 1.5 h. N-(5-bromopentyl)phthalimide was added and the mixture was stirred at room temperature for 48 h. After removal of methanol the residue was dissolved in chloroform and the solution was washed with water. The organic layer was dried with MgSO4 and the solvent was removed under vacuum. The crude product was purified by column chromatography (silica gel, dichloromethane as solvent) to give pure sulfide 13 as a solid, mp = 89 C (13.88 g, 98%). 1H NMR (CDCl3): delta 1.41-1.50 (m, 2H), 1.58-1.77 (m, 4H), 2.65 (t, 2H, J = 7.20 Hz, CH2S), 3.05 (q, 2H, JH-F = 10.03 Hz, CH2CF3), 3.69 (t, 2H, J = 7.07 Hz, CH2N), 7.67-7.82 (m, 4H, arom). 19F NMR (CDCl3): delta – 65.8 (t, 3F, JH-F = 10.30 Hz). 13C NMR (CDCl3): delta 25.79, 28.11, 28.56, 32.99, 34.31 (q, JC-F = 32.31 Hz, CH2CF3), 37.69, 123.24, 125.97 (q, JC-F = 125.97 Hz, CF3CH2), 132.11, 133.97, 168.47. MS (CI, isobutane): m/z = 332.1 [M + H]+. HRMS: m/z calcd for [M + H]+ C15H17F3NO4S 332.09321, found 332.09272.

The synthetic route of N-(5-Bromopentyl)phthalimide has been constantly updated, and we look forward to future research findings.

Related Products of 2058-74-4, The chemical industry reduces the impact on the environment during synthesis 2058-74-4, name is 1-Methylisatin, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of dimedone (0.140 g, 1 mmol), isatin (0.147 g, 1 mmol) and malononitrile (0.066 g, 1 mmol) was stirred in round bottom flask containing 5 mL of oxalic acid dihydrate:proline LTTM at room temperature for an appropriate time. After completion of the reaction, as indicated by TLC, 10 mL of water was added to the reaction mixture and the insoluble crude product was filtered off. The aqueous layer was evaporatedunder vacuumto recover the LTTM. The crude product was washed with distilled water(5 mL) and recrystallized from ethanol (10 mL).

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-Methylisatin, other downstream synthetic routes, hurry up and to see.

1504-06-9, name is 3-Methyloxindole, 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. Recommanded Product: 3-Methyloxindole

A solution of 3-methylindolin-2-one (50.0 g, 340 mmol) in MeCN (500 mL) was charged with NBS (66.0 g, 374 mmol) portionwise over 30 min at -20 . The resulting reaction mixture was stirred for 30 min, then poured into ice (2 L) and extracted with EtOAc (3×1 L) . The combined organic layers were dried (Na2SO4) and concentrated to afford 5-bromo-3-methylindolin-2-one.1H NMR (300 MHz, CDCl3) delta 8.78 (s, 1 H) , 7.36-7.32 (m, 2 H) , 6.79 (d, J 8.7 Hz, 1 H) , 3.51-3.43 (m, 1 H) , 1.49 (d, J 7.8 Hz, 3 H) .

The synthetic route of 1504-06-9 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. 20870-78-4, name is 5-Bromoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 20870-78-4

5-Bromo-1,3-dihydro-indol-2-one (Aldrich, 1.06 g, 5 mmol) was coupled with bis(pinacolato)diboron (Aldrich, 1.52 g, 6 mmol) catalyzed by PdCl2(dppf)2.CH2Cl2 (Aldrich, 82 mg, 0.1 mmol) using KOAc (Aldrich, 0.98 g, 10 mmol) as base in dioxane (anhydrous, Aldrich, 50 mL) at 80 C. for 10 h. After being cooled down to ambient temperature, the mixture was diluted with EtOAc (50 mL) and washed with brine (2×10 mL). The organic solution was then concentrated under vacuum. The title compound was purified by chromatography (SiO2, hexane:EtOAc, 70:30, Rf. 0.5) as a solid (0.96 g, yield, 74%). 1H NMR (300 MHz, CDCl3) delta 1.24 (s, 3 H), 1.28 (s, 3 H), 1.34 (s, 6 H), 3.69 (s, 2 H), 6.86 (d, J=7.8 Hz, 1 H), 7.57-7.78 (m, 2H) ppm. MS (DCl/NH3): 260 (M+H)+.

According to the analysis of related databases, 20870-78-4, the application of this compound in the production field has become more and more popular.

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. 15861-30-0, name is Indoline-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 15861-30-0

To a solution of the indoline-5-carboxylic acid (100 mg, 0.613 mmol) indichloromethane (5 mL) and triethylamine (0.2 mL, 1.433 mmol, 2.3 equiv) at 0 C was addeddi-tert-butyl dicarbonate (268 mg, 1.228 mmol, 2 equiv). The mixture was stirred for 30 min atroom temperature before addition of saturated ammonium chloride. The organic layer wasseparated and dried over anhydrous sodium sulfate, filtered and dried under reduced pressure.The crude 1-(tert-butoxycarbonyl)indoline-5-carboxylic acid was used without furtherpurification.

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 15861-30-0.

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. 7477-63-6, name is 7-Chloroisatin, A new synthetic method of this compound is introduced below., SDS of cas: 7477-63-6

Mg(ClO4)2 (0.1 g) was added to a mixture of isatin (2 mmol), and dimedone (4 mmol) in aqueousethanol solution (50percent, v/v, 5 mL), and the resulting mixture was stirred at 80°C for 10?12 h. Upon completion of the reaction (TLC, Ethyl acetate/Petroleum ether = 1:4), the mixture was allowedto cool to room temperature. The resulting solid was filtered and washed successively with water(2 30 mL) and cold aqueous ethanol (2 1 mL) to afford a crude product, which was recrystallizedfrom EtOH to afford the pure product 3. Some insolubility could be observed in the refluxing ethanolduring the recrystallization process, which should be filtered when hot.

The synthetic route of 7477-63-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 15362-40-0, A common heterocyclic compound, 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, molecular formula is C14H9Cl2NO, 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: The desired compounds 2(a-d), 3(b-d) and 4(b-d) were procured by subjecting an equivalent mixture of compounds 9 (a-d) (1 mmol) and an active methylene compound- barbituric acid, oxindole and indolinone (1 mmol), respectively in methanol (2 mL) using catalytic amount of piperidine to microwave irradiations at 120 oC for 30 min. The reaction was monitored by TLC after every 10 min. The yellow solid obtained was filtered followed by washing with methanol and dried in air.

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.

Related Products of 334952-09-9, The chemical industry reduces the impact on the environment during synthesis 334952-09-9, name is 2-Oxoindoline-6-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 50 Synthesis of 3-[4-(2-Diethylaminoethylcarbamoyl)-3,5-Dimethyl-1H-Pyrrol-2-Ylmethylene]-2-oxo-2,3-Dihydro-1H-Indole-6-Carboxylic Acid 2-Oxo-2,3-dihydro-1H-indole-6-carboxylic acid (80 mg, 0.45 mmol) was condensed with 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide to give 210 mg (92%) of the title compound as a yellow orange solid. 1H-NMR (360 MHz, DMSO-d6) delta 13.6 (s, 1H, NH), 7.76 (d, J=8.0 Hz, 1H), 7.66 (s, 1H, H-vinyl), 7.57 (dd, J=1.5 & 8.0 Hz, 1H), 7.40-7.42 (m, 2H), 3.28 (m, 2H, CH2), 2.88 (m, H-piperidine), 2.54 (m, 6H, 3*CH2), 2.44 (s, 3H, CH3), 2.40 (s, 3H, CH3), 1.56 (m, H-piperidine), 0.97 (t, J=6.98 Hz, 6H, N(CH2CH3)2). MS m/z 424 [M+]

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, 2-Oxoindoline-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.