Category: indolines-derivatives

Electric Literature of 550-44-7, 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. 550-44-7, name is 2-Methylisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A 4-N-methylphthalimide/water wet cake (50.0 grams (g) dry weight, containing 10-60% water), resulting from either a mixed acid (H2SC /HNO3) nitration of N- methylphthalimide or an all nitric acid nitration of N-methylphthalimide, was charged to a 1000 mL, single-necked (24/40 joint) round-bottomed flask, equipped with a magnetic stir bar, and means to heat the flask with an external temperature controlled oil bath. The flask was then charged with 367 g of toluene, and enough additional deionized water was added such that the total amount of water present in the flask was equal to 160 g. The amount of water used targeted 20 to 25 wt% of 4NPI with respect to the total weight of 4NPI and water. The reaction mixture was magnetically stirred with an oil bath set temperature of 90C. After the 4NPI had dissolved in the toluene the stirring was stopped, and the lower water phase was removed via pipette. This method of dissolution and separation of the 4NPI toluene phase from the aqueous phase constitutes a purification of the 4NPI as water soluble impurities were extracted from the 4NPI/toluene phase into the aqueous phase. This dissolution/separation method is termed herein the “4NPI Extraction.” The 4NPI toluene solution was then placed on a roto-evaporator, equipped with a hot oil bath to heat the flask, and plumbed to a cold trap connected to a vacuum pump. The flask was rotated in the hot oil bath (temperature controlled at 110C) and the solvent was removed under reduced pressure (<30 mm). Once the majority of toluene had been removed, the flask was allowed to rotate in the oil bath at 110C, 25 mm, for 60 minutes, to afford a dry solid free of toluene and water. The solid was transferred to a glove box inerted with dry nitrogen. The desired dried catalyst (HEGC1, TBAB, or C6B) was added to the dried 4NPI for the bisimide forming reaction. The synthetic route of 2-Methylisoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference of 118289-55-7, 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. 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route 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%).

The synthetic route of 6-Chloro-5-(2-chloroethyl)indolin-2-one has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 22190-33-6, name is 5-Bromoindoline, 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. Safety of 5-Bromoindoline

Part 1. To a solution of 5-bromoindoline (1.0 g, 5 mmol) in 10 ml of dioxane was added 5 mL of a 1N NaOH solution and 5 mL of water. This mixture was cooled with an ice bath, and di-tert-butyl dicarbonate (1.2 g, 5.5 mmol) was added in one portion. The reaction was allowed to warm to room temperature, stirred for 4 hours, and then concentrated. The residue was extracted with ethyl acetate (2*25 mL), and the combined organic phases were washed with water (2*25 mL), saturated aqueous NaCl (2*25 ml), then dried over MgSO4. Filtration and concentration in vacuo gave N-Boc-5-bromoindoline (1.33 g, 89%) as a light brown powder after drying. 1H NMR (CDCl3) delta: 1.541 (s, 9H); 3.03-3.08 (t, 2H); 3.92-3.96 (t, 2H); 7.23-7.27 (m, 3H).

The synthetic route of 5-Bromoindoline has been constantly updated, and we look forward to future research findings.

Electric Literature of 19155-24-9,Some common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-one, molecular formula is C10H11NO, 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.

PREPARATION 1; 5-(2-Chloroacetvl)-3w3-dimethvl-1 3-dihvdroindol-2-one; A 12.5 L 4-neck flask equipped with a mechanical stirrer, reflux condenser and two stoppers and heating mantle, was charged with AICI3 (633.29 g, 4.75 mol), 2 L of carbon disulfide and chloroacetyl chloride (87 mL, 1.09 mol) and this was stirred at room temperature (rt) during the portionwise addition of 3, 3-dimethyl-1, 3-dihydro- indol-2-one (123.5 g, 0.766 mol). This mixture was then heated to reflux for 3 hours, then cooled overnight. The solvent was decanted and the reaction was quenched with addition of ice and water (8 L). The suspension was stirred vigorously for 1.5 hours, followed by filtration. The solids were washed with water (4.2 L) and then dried overnight in a vacuum oven at 50 degrees Celsius (°C) (192.19 g of 5- (2- chloroacetyl)-3, 3-dimethyl-1, 3-dihydroindol-2-one). 29.54 g of this material was taken up in hot acetone and purified by flash chromatography (250 g silica gel) eluting with acetone which provided >96percent pure 5-(2-chloroacetyl)-3, 3-dimethyl-1, 3- dihydroindol-2-one by HPLC. Yield = 15.54 g (52percent); MS (APCI), (M + 1) + = 238. Anal. calculated for C12H12CINO2 : C, 60.64 ; H, 5.09 ; N, 5.89. Found: C, 61.04 ; H, 5.15 ; N, 5.38percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,3-Dimethylindolin-2-one, its application will become more common.

Some common heterocyclic compound, 71294-07-0, name is 5,6-Difluoroindolin-2-one, molecular formula is C8H5F2NO, 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. Recommanded Product: 71294-07-0

General procedure: A mixture of 2a-j (1.50 mmol) and 5 (1.50 mmol) in ethanol (10 mL) was treated with a catalytic amount of piperidine. The reaction mixture was stirred under reflux until complete consumption of the substituted indolin-2-ones was observed by TLC. After cooling, the precipitate was filtered, recrystallised from absolute ethanol and dried in air to furnish pure (E)-3-(benzothiazol-2-ylmethylene)indolin-2-ones 6a-j.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 71294-07-0, 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. 15861-23-1, name is Indoline-5-carbonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C9H8N2

General procedure: Indoles 1 (0.5 mmol), DMSO (3mL) and I2O5 (1 mmol) were added into a flask and vigorously stirred at 80oC under air. The reaction was stopped until indoles were completely consumed as monitored by TLC analysis. After the completion of reaction, saturated Na2S2O3 solution (20 mL) was added to the mixture. The mixture was extracted with EtOAc (3×20 mL) and the organic layer was dried over anhydrous sodium sulfate, filtered and concentrated on a rotary evaporator. Then, the crude product was purified by column chromatography on silica gel using ethyl acetate and petroleum ether as the eluent to give the products 2.

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, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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. Application In Synthesis of 2-Oxoindoline-5-carboxylic Acid

Example 2Step 1 :Synthesis of 2-oxo-/V-[(1 R)-1 -phenylpropyl]indoline-5-carboxamideA mixture of 2-oxoindoline-5-carboxylic acid (300 mg, 1 .69 mmol), (1 R)-1 – phenylpropan-1 -amine (228 mg, 1 .88 mmol), HATU (740 mg), 0.16 mL DIPEA in dry DMF (7 mL) was stirred overnight, then concentrated under reduced pressure. The resulting residue was diluted with AcOEt and washed with a saturated aq. solution of K2CO3. The organic layer was dried and concentrated in vacuo. Purification by flash chromatography (Kieselgel, CHCl3:MeOH 15:1 ) provided intermediate 2-oxo-/V-[(1 R)-1 -phenylpropyl]indoline-5-carboxamide: (340 mg, 68%):NMR (300 MHz, DMSO-c/6) delta ppm: 10.59 (s,1H), 8.53 (d,1H), 7.78 (s,1H), 7.76 (d,1H), 7.33 (etaeta,4Eta), 7.22 (t,1H), 6.85 (d,1H), 4.85 (etaeta,1Eta), 3.53 (s,2H), 1.79 (etaeta,2Eta), 0.89 (t,3H); tR: 3.09 min; MS (ESI): m/z (M+H)+ 295; (M+HV293.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 102359-00-2, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 20780-72-7, name is 4-Bromoisatin, 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 20780-72-7, Recommanded Product: 20780-72-7

General procedure: A solution of 2-nitrobenzamides 1 or bis(2-nitrobenzamides) 4 (1 mmol), isatins 2 or acenaphthylene-1,2-diones 6 (1 mmol), and SnCl2*2H2O (4 mmol) in EtOH (5 mL) was stirred at reflux for 3-5 h. After this period, the TLC analysis of the mixture showed the reaction to be completed. The mixture was quenched with 3percent HCl (10 mL) and filtered to yield a crude product, which was purified by recrystallization from 95percent ethanol and DMF.

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.

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 1168150-46-6 as follows. Quality Control of (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.

According to the analysis of related databases, 1168150-46-6, the application of this compound in the production field has become more and more popular.

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. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(Bromomethyl)isoindoline-1,3-dione

General procedure: A mixture of 1.02 g (7.4 mmol) of freshly calcined K2CO3, 7.0 mmol of the corresponding 2-thiouracil 1-3 and 7.7 mmol of 2-(bromomethyl)-2Hisoindole-1,3-dione in 20 mL of anhydrous DMF was stirred at room temperature for 72 h. The mixture was filtered, the fi ltrate was evaporated to dryness under reduced pressure. The precipitate of mineral salts on the filter was dissolved in 1 M. aqueous H3PO4 and the resulting solution was combined with the bottom residue. The resulting mixture was filtered. The filtercake was washed with water, and then the filtrate was extracted EtOAc (3×50 mL). The filter cake was air dried to constant weight, and the organic extract was dried over anhydrous MgSO4. The dried organic extract was evaporated to dryness under reduced pressure. The residue was mixed with the filter cake and evaporated in a mixture with toluene (3×50 mL) under reduced pressure. A crude product was obtained in the residue, which was subjected to further purification using preparative HPLC.

The synthetic route of 5332-26-3 has been constantly updated, and we look forward to future research findings.