Indolines-derivatives

Electric Literature of 60434-13-1, A common heterocyclic compound, 60434-13-1, name is 5-Chloro-1-methylindoline-2,3-dione, molecular formula is C9H6ClNO2, 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 mixture of ethyl acetoacetate (1 mmol) and hydrazinehydrate (1 mmol) was stirred for 5 min at room temperature.Then water (5 mL), isatin (1mmol), malononitrile (1 mmol)were added sequentially to the resulting mixture and stirredcontinuously for the time as indicated in Table 1. The progressof the reaction was monitored by TLC. After completionof reaction, the precipitated product was filtered andwashed with water and cold ethanol to afford correspondingspiro[indoline-3,4?-pyrano[2,3-c]pyrazoles.

The synthetic route of 60434-13-1 has been constantly updated, and we look forward to future research findings.

Related Products of 118289-55-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 118289-55-7 name is 6-Chloro-5-(2-chloroethyl)indolin-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Equimolar mixture of 6-chloro-5-(2-chloroethyl)-1,3-dihydro-2H-indol-2-one 1 (1.00mol) and the carbonyl compound (4i-x) (1.00mol) was stirred at RT in methanol (10mL) for 2h in presence of potassium carbonate (1.20mol). After completion, the reaction mass was filtered to remove inorganic salt, added methanol (10-20mL) and activated charcoal to the filtrate and stirred for 1hr. The crude product was filtered to remove charcoal, methanol was evaporated and cooled to 0-5C to get crude solid. Recrystallized using aqueous ethanol or methanol (Yield 60-70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Chloro-5-(2-chloroethyl)indolin-2-one, and friends who are interested can also refer to it.

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. 15861-23-1, name is Indoline-5-carbonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C9H8N2

To a solution of indoline-5-carbonitrile (0.6 g, 4.2 mmol) was added 50% aqueous hydroxylamine (0.275 g, 8.4 mmol). The reaction mixture was sealed and stirred overnight at 60 0C. After removal of the volatile solvent, the title compound was obtained (0.6 g) without further purification. LCMS m/z = 178.2 [M+H]+.

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.

Application of 20780-72-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 20780-72-7 name is 4-Bromoisatin, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 4-bromoisatin (8.94 g, 39.5 mmol) in anhydrous N1N- dimethylformamide (100 mL) was added sodium hydride (3.34 g, 86.9 mmol, 60percent dispersion in mineral oil) in portions at 0 0C. The brown reaction mixture was stirred for 30 min followed by the addition of a solution of 2-(bromomethyl)pyridine hydrobromide (10.0 g, 39.5 mmol) neutralized with sodium hydride (1.52 g, 39.5 mmol, 60percent dispersion in mineral oil) in Lambda/,Lambda/-dimethylformamide at 0 0C. The reaction mixture was stirred for 16 h and quenched with water (100 mL). The reaction mixture was extracted with diethyl ether (3 x 100 mL) and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers was washed with water (5 x 200 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness. The residue was triturated with ether to afford the title compound (10.6 g, 85percent) as a brown solid: 1H NMR (300 MHz, DMSOd6) delta 8.53 (d, 1H), 7.67 (t, 1 H), 7.30 (t, 2H), 7.25-7.19 (m, 2H), 6.94 (d, 1 H), 5.04 (s, 2H); 13C NMR (75 MHz, DMSO-c/6) delta 180.5, 157.3, 154.2, 152.3, 149.5, 138.4, 137.5, 128.6, 123.3, 122.3, 121.5, 116.4, 110.3, 45.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromoisatin, and friends who are interested can also refer to it.

Related Products of 15937-07-2,Some common heterocyclic compound, 15937-07-2, name is 5,6-Dimethoxyindoline, molecular formula is C10H13NO2, 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: To a solution of 2-(4-nitro-1 H-pyrazol-1 -yl)acetaldehyde (942 mg, 6.08 mmol) in DCM (60.0 mL), 5,6-dimethoxyindoline (from step 1 ) (1 .09 g, 6.08 mmol) and STAB (1.55 g, 7.29 mmol) was added. After stirring at rt fori h, the reaction mixture was quenched with water and extracted with DCM (2x). The combined org. layers were concentrated and purification was performed by FC (EtOAc/ hex 1 :4 to 1 :1 ) to yield 5,6-dimethoxy-1-(2-(4-nitro- 1 H-pyrazol-1 -yl)ethyl)indoline as a brown solid. LC-MS conditions B: tR = 0.65 min, [M+H]+= 319.19.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dimethoxyindoline, its application will become more common.

Related Products of 16078-34-5, A common heterocyclic compound, 16078-34-5, name is 1-(2,3-Dihydro-1H-indol-5-yl)-ethanone, molecular formula is C10H11NO, 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.

Add TEA (51.9 mL, 372.2 mmol) and tetrahydropyran-4-carbonyl chloride (22.1 g, 148.9 mmol) to a mixture of 1-indolin-5-ylethanone (20.0 g, 124.1 mmol) in DCM (496 mL). Stir the resulting mixture at room temperature for two hours. Dilute the reaction mixture with DCM (500 mL) and wash with saturated aqueous sodium bicarbonate. Isolate the organic layer and extract the aqueous layer twice with DCM (500 mL). Wash combined organic layers with saturated aqueous sodium chloride, dry over anhydrous sodium sulfate, filter and concentrate the filtrate to give the title compound quantitatively as a light yellow solid. ES/MS (m/z): 274.0 (M+H). Alternative Isolation Procedure: (0059) Treat the product with heptane and concentrate. Repeat the treatment and concentration a second time. Treat with heptane and cool to 0-5 C. Collect the product by filtration and rinse with heptane and dry to give the title compound.

The synthetic route of 16078-34-5 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. 101207-45-8, name is 2-(4-Methylbenzyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(4-Methylbenzyl)isoindoline-1,3-dione

Dissolving 12.3 g of 2- (4-methylbenzyl) -1H-isoindole-1,3-dione in chloroform,Then, 8.7 g of chlorosulfonic acid was added, and the reaction was performed at 80 C for 3 hours;After the reaction was completed, 15.75 g of compound 6 was obtained after washing with water and removing the solvent, and the yield was 95%.

According to the analysis of related databases, 101207-45-8, the application of this compound in the production field has become more and more popular.

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. 675109-26-9, name is 6-Bromoisoindolin-1-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 6-Bromoisoindolin-1-one

General procedure: Bromoisoindolin-1-one (2.0 g, 9.43 mmol) was dissolved with warming in DMF (150 mL),then cooled to 0C. NaH (415 mg, 10.4 mmol) was added and the mixture stirred under N2 at 0C for 0.5 h. Methyl iodide (0.65 mL, 10.4 mmol) was added dropwise and the reaction allowed to warm to room temperature and stir for another I h. A small quantity of water was added to quench the reaction then the DMF removed under reduced pressure to give an oily yellow residue which was dissolved in EtOAc (150 mL). This solution waswashed with water (3×100 mL), brine (100 mL) and dried (Na2SO4)., Removal of the solvent under reduced pressure gave a solid which was purified by filtration through a plug of silica gel (10% acetone/CH2C12 as eluant). The title compound was isolated as a very pale yellow crystalline solid (1.64 g, 80%). ? H NMR [400 MHz, (CD3)2S0] oe 7.85 (dd, J= 1.5, 0.6 Hz, 1 H), 7.66 (dd, J= 8.0, 1.7 Hz, 1 H), 7.59 (d, J- 8.0 Hz, I H), 4.46 (s,2 H), 3.05 (s, 3 H). LRMS (APCI) calcd for C9H8BrNO 226, 228 (MH), found 226, 228.

The synthetic route of 675109-26-9 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 6872-06-6, name is 2-Methylindoline, 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. name: 2-Methylindoline

General procedure: Concentrated H2SO4(1.16 mmol in the case of amine 2a or 0.65 mmol in thecase of amines 2b,c,e,f) was added to a mixture of amine2a-,e,f (1.55 mmol) and 2 (20 ml). The mixture wasstirred at 60-70 until complete dissolution of amine.6-Chloropurine (1a) (200 mg, 1.29 mmol) was then added,and the obtained mixture was refluxed for 6 h, cooled, andtreated with aqueous ammonia to 8-9 with stirring. Theprecipitate that formed was filtered off and washed withcold water (3×3 ml). Compound 3a did not need furtherpurification, compounds 3b,c,e,f were purified by silica gelflash chromatography (eluent 95:5 CHCl3-MeOH).

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

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. 99365-40-9, name is 6-Bromoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 6-Bromoindolin-2-one

A solution of 0.17 g (0.82 mmol)of 6-bromoindolin-2-one, 0.25 g of bis(pinacolato)diboron and 0.20 g (0.98 mmol) of KOAc in 5 mL of DMSO was degassed with Ar sparging for 5 min, then 33 mg (0.041 mmol) of 1,1′- bis(diphenylphosphino)ferrocene-palladium(II) dichloride was added and the reaction solution was stirred at 85 0C for 18 h. The reaction solution was poured into 250 mL ofEtOAc, washed twice with a 1 M aqueous solution Of MgSO4, once with brine, then concentrated in vacuo, and purified by flash chromatography eluting with a linear gradient of 20% EtOAc in hexane to neat EtOAc to yield the title compound. MS (M+H)+ 260.

The synthetic route of 99365-40-9 has been constantly updated, and we look forward to future research findings.