Month: April 2021

Adding a certain compound to certain chemical reactions, such as: 17630-75-0, name is 5-Chloro-2-oxindole, 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 17630-75-0, Safety of 5-Chloro-2-oxindole

7-Bromo-5-chloro-2-oxindole 5-Chloro-2-oxindole (16.8 g) and 19.6 g of N-bromosuccinimide were suspended in 140 ML of acetonitrile and refluxed for 3 hours.. Thin layer chromatography (silica, ethyl acetate) at 2 hours of reflux showed 5-chloro-2-oxindole or N-bromosuccinimide (Rf 0.8), product (Rf 0.85) and a second product (Rf 0.9) whose proportions did not change after another hour of ref lux.. The mixture was cooled to 10 C., the precipitate was collected by vacuum filtration, washed with 25 ML of ethanol and sucked dry for 20 minutes in the funnel to give 14.1 g of wet product (56% yield).. The solid was suspended in 200 ML of denatured ethanol and slurry-washed by stirring and refluxing for 10 minutes.. The mixture was cooled in an ice bath to 10 C. The solid product was collected by vacuum filtration, washed with 25 ML of ethanol and dried under vacuum at 40 C. to give 12.7 g (51% yield) of 7-bromo-5-chloro-2-oxindole.

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

Application of 181140-34-1, These common heterocyclic compound, 181140-34-1, name is (R)-(-)-N-(2,3-Epoxypropyl)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.

To a mixture of compound A24 (1 g, 4.92 mmol) in THF (10 mL) was added TEA (597 mg, 5.91 mmol, 822 uL) and 2-hydroxy-2-methyl-propanenitrile (502 mg, 5.91 mmol), the mixture was stirred at 75C for 12 hours to give a yellow mixture. LCMS showed the reactant was remained. The mixture was stirred for another 16 hours to give a brown mixture. TLC showed the reaction was completed. The mixture was partitioned between EtOAc (30 mL) and H20 (20 mL). The aqueous phase was extracted with EtOAc (30 mL x 2). The combined organic extract was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give a crude product. The crude product was purified by combi flash to afford compound A25 (450 mg) as an off-white solid.

Statistics shows that (R)-(-)-N-(2,3-Epoxypropyl)phthalimide is playing an increasingly important role. we look forward to future research findings about 181140-34-1.

Reference of 3891-07-4,Some common heterocyclic compound, 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-1,3-dione, molecular formula is C10H9NO3, 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 for the Synthesis of N-(2-(benzyloxy)ethyl)-dinitrobenzamide (B2) To a solution of 2-(2-hydroxyethyl)isoindoline-1,3-dione (1.17 mmol) in dimethylformamide (10 mL) was added sodium hydride (2.34 mmol) and a benzyl bromide (1.40 mmol) at 0 C. and the resulting mixture was stirred at room temperature. After stirring overnight, distilled water (50 mL) was added and the resulting precipitate was collected by filtration to afford B1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Hydroxyethyl)isoindoline-1,3-dione, its application will become more common.

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. 552330-86-6, name is 5-Bromoisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromoisoindolin-1-one

In a screw cap vial under an argon atmosphere 3,4-dimethoxy-2- (isobutoxy)phenylboronic acid (Compound 302) (0.015g, 0.06mmol) and the bromide (0.066 mmol) was dissolved in dimethoxyethane (0.35 mL). K2C03 (1M solution, 0.12 mL, 0.12 mmol) and Pd(PPh3)4 (0.004g, 0.003mmol) was added. The suspension was shaken at 80C for 72h. Brine (2 mL) was added and the mixture was extracted with CH2CI2 (3 mL). The phases were separated using a phase separation cartridge (Chromabond, PTS) . The organic phase was concentrated in vacuo and the residue was dissolved in DMF (0.3 mL) and purified by preparative HPLC/MS.Compounds 174 – 176 were prepared according to this procedure: -i2-Isobutoxy-3r4-dimethoxy-phenyl)-2,3-dihydro-isoindol-l-one iCompound 174)1H NM (600 MHz, DMSO-SPE) delta 8.53 (s, 1H), 7.68 (d, J = 7.8 Hz, 1H), 7.64 (s, 1H), 7.56 (dd, J = 7.9, 1.2 Hz, 1H), 7.09 (d, J = 8.6 Hz, 1H), 6.93 – 6.88 (m, 1H), 4.39 (s, 2H), 3.84 (s, 3H), 3.79 (s, 3H), 3.48 (d, J = 14.4 Hz, 2H), 1.78 – 1.67 (m, 1H), 0.75 (d, J = 6.7 Hz, 6H).

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 552330-86-6.

Electric Literature of 446292-08-6,Some common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, molecular formula is C22H19N3O6, 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.

4.45 g (10.6 mmol) of the structural compound of formula (II) was suspended in 100 ml of ethanol, 40 ml of a methylamine aqueous solution (10.2 ml, 142 mmol) was added, reflux for 2 hours, concentrate to dryness under reduced pressure. Add 100 ml of ethanol, continue to concentrate under reduced pressure to dry. The residue was cooled to room temperature, adding 90 ml of methylene chloride, and the mixture was stirred to obtain a dichloromethane solution of the compound of the formula (R-1) go directly to the next step.

The synthetic route of 446292-08-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 132898-96-5, name is 2,3-Dioxoindoline-5-sulfonyl chloride, 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 132898-96-5, Product Details of 132898-96-5

General procedure: To a stirred solution of the N-Boc-protected pyrrolidine (1.0 mmol) in dry DCM (3 mL) at 0 C under argon atmosphere, TFA (1.14 g, 10.0 mmol) was added dropwise. The obtained solution was stirred at 0 C for 30 min followed by stirring at r.t. for 2 h. Subsequently, the solution was poured to cold 10% aq. NaOH (15 mL) and extracted with DCM (3 × 15 mL). The combined organic phases were dried over MgSO4 and concentrated under reduced pressure resulting in the corresponding unprotected pyrrolidine, which was used in the next step without further purification. The free pyrrolidine (ca. 1 mmol) from the previous step was then taken up in CHCl3 (2.2 mL) and DIPEA (2.0 mmol) was added. The solution was added dropwise to a stirred solution of 5-chlorosulfonyl isatin (1.5 mmol) in CHCl3/THF (1:1, 15 mL) at room temperature. The resulting mixture was stirred further for 1 h and the solvent was removed under reduced pressure. After purification by flash column chromatography the target isatin sulfonamide was obtained.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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. Quality Control of 5-Bromoindoline

Combine 5-bromoindoline (3.56 g, 18 mmol) and Et3N (1.92 g, 19 mmol) in CH2Cl2 (40 ml). Cool in an ice bath and add Boc2O (4.14 g, 19 mmol). Allow to warm, stir 2 h and add more Boc2O (0.50 g). Stir 2 h and wash with 1N HCl, then with 1N NaHCO3. Dry (MgSO4) and concentrate. Heat the solid with hexane, allow to cool, and filter to obtain the carbamate as off-white crystals, m.p. 124-6 C.

The synthetic route of 5-Bromoindoline 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. 32692-19-6, name is 5-Nitroindoline, A new synthetic method of this compound is introduced below., Safety of 5-Nitroindoline

Example 23 (S)-3,5-Dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)- phenyl)-2-(2-(5-(methylsulfonamido)indolin-1 -yl)acetoxy)ethyl)pyridine1 -oxide (Compound 131 ) Scheme 23 Step 1 : Preparation of benzyl 2-(5-nitroindolin-1 -yl)acetate (127) To a solution of 5-nitroindoline (1 g, 6.09 mmol) in dry DMF (20 ml), K2C03 (1 .094 g, 7.92 mmol) and benzyl 2-bromoacetate (1 .242 ml, 7.92 mmol) were added and the resulting suspension was heated at 65C for 2 hours. The mixture was cooled to room temperature, diluted with ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate and the solvent was removed. The residue was purified by flash chromatography on silica gel column (DCM:petroleum ether = 60:40) affording benzyl 2-(5-nitroindolin-1 -yl)acetate (0.782 g, 2.504 mmol, 41 % yield). MS/ESI+ 312.9 [MH] +.

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.

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. 56341-37-8, name is 6-Chlorooxindole belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 6-Chlorooxindole

General procedure: To the mixture of optionally substituted 6-chlorooxindole (5.0 mmol) and 3-chloro-2-fluorobenzaldehyde (2.4 g, 15 mmol) (Oakwood) in methanol (50 mL) was addedpiperidine (Aldrich) (1.7 g, 20 mmol) dropwise. The mixture was then heated at 50 Cfor 3 h. After cooled to 4 C, the mixture was filtered and resulting precipitate wascollected, washed with cold methanol, dried to give the desired product.(E)-6-chloro-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-indol-2-one 13.1 (R3a = H,R3b = H, R3c = H): a yellow solid (Yield, 84%); 1H NMR (300 MHz, DMSO-d6) 10.88 (br.s., 1H), 7.73 (q, J = 7.41 Hz, 2H), 7.56 (s, 1H), 7.34 – 7.43 (m, 1H), 7.17 (d, J = 8.10 Hz,1H), 6.87 – 6.97 (m, 2H) ppm.

The synthetic route of 56341-37-8 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, molecular formula is C22H19N3O6, 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. Product Details of 446292-08-6

To the slurry of Formula-4 160 gm, 0.379 moles in 800 ml isopropyl alcohol, Charged 40% methylamine solutionl30 gm, 1.677 moles. Reaction mass was heated up to 45C-50C for 2-3 Hrs. Distilled out IPA under vacuum and charged fresh 800 ml Isopropyl alcohol Cooled reaction mass to 45C-50C and added 70% solution of Perchloric acid 59.6 gm, 0.415 moles. Stirred reaction mass for 1 Hrs at 45-50C. Cooled reaction mass to 0-5 C, filtered and dried at 50C-55C to afford 160 gm crude 4-{4-[(5S)-5-(Aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]-phenyl}-morpholin-3-one perchlorate. The crude 4-{4-[(5S)-5-(Aminomethlyl)-2-oxo-1,3-oxazolidin-3-yl]-phenyl}-mophiholin-3-one perchlorate has a crystalline nature and is in considerably pure form.To Above crude 4-{4-[(5S)-5-(Aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]-phenyl}-morpholin-3-one perchlorate charged 640 ml Dichloromethane (4 vol of starting material) and charged 320 ml methanol. Heated the slurry to 38C – 40C and stirred for 30 min. Cooled the slurry to 20C. Filtered and suck dried. Product obtained after drying was 138.7 gm pure crystalline perchlorate salt having purity more than 99.5% (Yield-94%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 446292-08-6, its application will become more common.