Category: indolines-derivatives

Electric Literature of 7477-63-6,Some common heterocyclic compound, 7477-63-6, name is 7-Chloroisatin, molecular formula is C8H4ClNO2, 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: Ethyl 7-(2,3-dioxoindolin-1-yl)heptanoate (2a). A solution of 1a (147mg, 1mmoL) in DMF (3mL) was cooled to ?5°C and K2CO3 (165.5mg, 1.2mmoL) was added. The mixture was stirred for 1h at ?5°C and 45 min at room temperature, then CH3OH (0.5mL) and KI (8.3mg, 0.05 mmoL) were added. After stirring for 15 min, a solution of ethyl 7-bromoheptanoate (237mg, 195muL, 1mmoL) in DMF (1mL) was added and the resulting reaction mixture was stirred at 60°C for 24 h. Upon completion, the reaction mixture was cooled, acidified with 10percent HCl and extracted with DCM (50mL×2). The extracts were pooled and DCM was evaporated under reduced pressure. Compound 2a was obtained as brown?yellow oil.

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

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. 774-47-0, name is 5,6-Difluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 5,6-Difluoroindoline-2,3-dione

General procedure: In an ordinary vial equipped with a Teflon-coated stir bar, thiourea IV or V (0.04 mmol, 11.89 mg, 20 mol %) was dissolved in 1.0 mL of THF. Then the corresponding isatins 1 (0.1 mmol, 1.0 equiv) was added, followed by the addition of alpha,beta-unsaturated ketones 2 (0.2 mmol, 2.0 equiv). The vial was capped with a rubber stopper and the mixture was stirred at room temperature for the time given in the tables. The crude mixture was then purified by flash column chromatography silica gel, using hexane/ethylacetate 2:1 as the eluent. Solvent was removed in vacuo to give the desired products.

The synthetic route of 774-47-0 has been constantly updated, and we look forward to future research findings.

Related Products of 99365-40-9,Some common heterocyclic compound, 99365-40-9, name is 6-Bromoindolin-2-one, molecular formula is C8H6BrNO, 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.

6-Brornoindohn-2-one 27) (2 00 u, 9 40 mmol) bispmacolatodiboron (6 00 g 23 60 mniol), potassium acetate (2.76g. 28.2 mmol) and diehloro[i,i?bis(dipheuylphosphino)feuocenrJj palladrum (11) dichloromethane addutt (0 40 g 0 55 rnniol) in DM80 (30 niL) were stirred at 90 C tbr 18 hours, The reaction mixture was cooled to ambient temperature., then partitioned between water and ethyl acetate. Thelayers were separated and the aqueous layer extracted again with ethyl acetate (2x). The combined organic layers were washed with water and brine and concentrated to give a purple solid. The crude material was pre-absorbed onto Celite and chroniatographed (?DCVC) eluting with a gradient of ethyl acetate in heptane (0 50% ethyl. acetate.) Like fractions were combined and recrystallised from DCM and PE to give 6-(4,5,5-tetrainethyi-l,3,2-dioxahorolan-2yi)indoiin-2-one (24) as a colourless solid in 2 crops (1.33 g, 55%); nip 178.5 181.4 C. ?H NMR (200 MHz, CDCI3) 8 8.61 (br s, 1H), 7.46 (d, 111. J7,4 Hz), 7.30 (s, lH), 7.21 (d. lH,J7.4 Hz), 3.53 (s, 2H). 1.32 (s. 1211).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromoindolin-2-one, 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. 20780-72-7, name is 4-Bromoisatin, A new synthetic method of this compound is introduced below., Formula: C8H4BrNO2

General procedure: 4-Bromoisatin (1 eq) was added to a solution of the potassium trifluoroborate salt (1.4 eq), K3P04 (3.6 eq) and degassed solvent. The reaction mixture was degassed and Pd(PPh3)2C12or Pd(dppf)2C12 (0.1 eq) was added. The reaction vessel was sealed and heated by microwave irradiation (Biotage Initiator) for 4 h at 130°C. The reaction mixture was cooled to rt, diluted with EtOAc (-10 mL/mmol substrate) and filtered through Celite®. The organic solution was washed with brine (-10 mL/mmol substrate) and the resulting aqueous layer was further extracted with EtOAc (2 x). The combined organic layers were dried over MgSO4, filtered andconcentrated in vacuo to give the crude product which was purified as specified below.

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.

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.

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.

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.

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.

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.

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.