Category: 19727-83-4

Electric Literature of 19727-83-4, 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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows.

10.0 g (0.061 mol) of 6-nitro-2,3-dihydro-1H-indole (16) was dispersed in 100 ml of dimethylformamide under nitrogen atmosphere, stirred for about 10 minutes at room temperature and then dissolved in 2-bromoethyl 15.3 g (0.01 mol) of ether and 15.0 ml (0.088 mol) of diisopropylethylamine (DIPEA) were added in this order. The reaction solution was gradually heated and stirred at 140 C for 5 hours to complete the reaction. After cooling the reaction solution to room temperature, 100 ml of distilled water and 200 ml of ethyl acetate were added and the mixture was stirred for 30 minutes. The organic layer was separated and washed with H 2 O. The recovered organic layer was dried over anhydrous magnesium sulfate, The resulting product was purified by silica gel column chromatography (developing solvent; ethyl acetate: hexane = 1: 3) to obtain 6-nitro-2,3-dihydro-1- (2-ethoxyethyl) 12.0 g (83.3%) of indole (43) was obtained.

The chemical industry reduces the impact on the environment during synthesis 6-Nitroindoline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Korea Research Institute of Chemical Technology; Shin Seung-rim; Jeon Geun; Shin Jong-il; Park Yeong-il; Ahn Gyeong-ryong; (48 pag.)KR101842495; (2018); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

4.92 g (0.03 mol) of 6-nitro-2,3-dihydro-1H-indole (16) was dispersed in 50 ml of dimethylformamide under nitrogen atmosphere and stirred at room temperature for about 10 minutes. Then, 5.3 g mol) and 6.1 ml (0.036 mol) of diisopropylethylamine (DIPEA) were successively added to the reaction mixture. The reaction solution was gradually heated and stirred at 70 C for 4 hours to complete the reaction. After cooling the reaction mixture to room temperature, 100 ml of distilled water and 200 ml of ethyl acetate were added and the mixture was stirred for 30 minutes. The organic layer was separated and washed with H 2 O. The recovered organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure 7.41 g (97.2%) of 6-nitro-2,3-dihydro-1- (1-phenylmethyl) -1H-indole (73) as a yellowish liquid was obtained.

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Korea Research Institute of Chemical Technology; Shin Seung-rim; Jeon Geun; Shin Jong-il; Park Yeong-il; Ahn Gyeong-ryong; (48 pag.)KR101842495; (2018); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 19727-83-4, A common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, molecular formula is C8H8N2O2, 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 solution of 6-nitroindoline (a) (3 g, 18.3 mmol) in DCM (30mL) was added di-tert-butyl dicarbonate (4.8 g, 22 mmol) and TEA (3.7 g, 36.6 mmol). The solution was stirred for 5 h at room temperature then washed with water and brine. The organic layer was dried, filtered and concentrated. Silica gel column chromatography provided tert-butyl 6-nitroindoline-l-carboxylate (b) as a white solid (2.4 g, 50%).

The synthetic route of 19727-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISOCURE BIOSCIENCES INC.; ZHANG, Tinghu; CHE, Jianwei; (118 pag.)WO2018/71404; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 19727-83-4

To an oven dried flask equipped with a stir bar cooled under argon was added 6-nitroindoline (2.0 grams, 12.2 mmol) and 61.0 mL of anhydrous drichloromethane. While stirring at 0 C 2- methoxyacetyl chloride (1.3 mL, 14.6 mmol) was added followed by triethylamine (2.2 mL, 16 mmol). The reaction slowly warmed to room temperature. Once complete, determined by LCMS, the reaction was quenched with water, and the organic material extracted using dichloromethane. The aqueous material was washed with dichloromethane twice. The combined organic material was washed with NaHC03 (sat.), brine, dried with Na2S04, filtered and concentrated. The crude material was then used without further purification.

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 19727-83-4.

Reference:
Patent; MUSC FOUNDATION FOR RESEARCH DEVELOPMENT; U.S. DEPARTMENT OF VETERANS AFFAIRS; LINDSEY, Christopher, C.; BEESON, Craig, C.; SCHNELLMANN, Rick, G.; (51 pag.)WO2018/85491; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, molecular formula is C8H8N2O2, 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 19727-83-4

10.0 g (0.061 mol) of 6-nitro-2,3-dihydro-1H-indole (16) was dispersed in 100 ml of dimethylformamide in a synthetic nitrogen atmosphere, stirred for about 10 minutes at room temperature,12.6 g (0.068 mol) of (1-bromoethyl) benzene and 12.4 ml (0.073 mol) of diisopropylethylamine (DIPEA) were added to the reaction solution. The reaction solution was gradually heated and stirred at 100 C for 5 hours, Completed.After cooling the reaction mixture to room temperature, 100 ml of distilled water and 200 ml of ethyl acetate were added and the mixture was stirred for 30 minutes. The organic layer was separated and washed with H 2 O. The recovered organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure The obtained solid product was dispersed in 50 ml of methanol, stirred for 30 minutes, filtered and dried to obtain 12.5 g of 6-nitro-2,3-dihydro-1- (1-phenylethyl)-1H-indole (76.7%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19727-83-4, its application will become more common.

Reference:
Patent; Korea Research Institute of Chemical Technology; Shin Seung-rim; Jeon Geun; Shin Jong-il; Park Yeong-il; Ahn Gyeong-ryong; (48 pag.)KR101842495; (2018); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 19727-83-4, A common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, molecular formula is C8H8N2O2, 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.

6-Aminoindoline A solution of 6-nitroindoline (1 g, 6.1 mmol) in 50 mL of ethyl acetate was hydrogenated under an atmosphere of hydrogen with Pd-C 10% (100 mg) at rt for 3 h. Filtration over celite afforded 1.0 g (98%) of 6-aminoindoline. Data for 6-aminoindoline: 1 H NMR (400 MHz, CDCl3) 7.40 (d, J=7.4, 1H), 6.05 (d, J=2.0, 1H), 6.03 (d, J=7.5, 1H), 3.67 (bs, 1H), 3.49 (t, J=8.1, 2H), 3.48 (bs, 2H), 2.90 (t, J=8.2, 2H).

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.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5688808; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5693647; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5696127; (1997); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 19727-83-4, name is 6-Nitroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Nitroindoline

5-Nitroindoline (12.18mmol, 2g) was stirred in acetic acid (50ml_) in an ice bath, tert- Butyl 4-oxopiperidine-1 -carboxylate (14.62mmol, 2.91 g) was added, followed by the portionwise addition of sodium triacetoxyhydroborate (18.27mmol, 3.87g). The reaction mixture was stirred for 1 hour at room temperature. The reaction mixture was concentrated at reduced pressure. The resulting residue was taken up in ethyl acetate and washed with saturated sodium bicarbonate solution. The organic phase was concentrated at reduced pressure to afford the title compound (5.2g).MS (ESI) m/z 348.1 [M+H]+

The synthetic route of 19727-83-4 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. 19727-83-4, name is 6-Nitroindoline, A new synthetic method of this compound is introduced below., Computed Properties of C8H8N2O2

PREPARATION 5 1-(3-Chloropropionyl)6-nitroindoline 8.2 g (50 mmol) of 6-nitroindoline (prepared as described in Preparation 4) were dissolved in 100 ml of acetone, and 6.35 g (50 mmol) of 3-chloropropionyl chloride were added to the solution while ice-cooling, which resulted in the reaction mixture becoming a suspension. This suspension was stirred at room temperature for 1 hour, after which it was heated under reflux for 2 hours, and formed a solution. The resulting solution was cooled to room temperature, and then 10% w/v aqueous hydrochloric acid was added, and the precipitated crystals were collected by filtration. The crystals thus obtained were dried over phosphorous pentoxide in a desiccator under reduced pressure by means of a vacuum pump overnight to obtain 12.7 g (50 mmol) of the title compound as crystals, melting at 127-128 C. (yield: 100%). 1 H Nuclear Magnetic Resonance (200 MHz, CDCl3) delta ppm: 2.95 (2H, triplet, J=6.7 Hz); 3.32 (2H, triplet, J=8.6 Hz); 3.93 (2H, triplet, J=6.7 Hz); 4.22 (2H, triplet, J=8.6 Hz); 7.30 (1H, doublet, J=8.2 Hz); 7.93 (1H, doublet of doublets, J=2.0 & 8.2 Hz); 9.03 (1H, doublet, J=2.0 Hz). Mass Spectrum (m/z): 254 (M+), 218, 164, 118.

The synthetic route of 19727-83-4 has been constantly updated, and we look forward to future research findings.

Application of 19727-83-4, These common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, 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.

Synthesis of 2-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethyl methanesulphonate, common to all the examples Step 1: Synthesis of 2-(6-nitro-2,3-dihydro-1H-indol-1-yl)ethanol500 ml of acetonitrile, 50 g (0.304 mol) of 6-nitroindoline, 45.1 ml (1.36 mol) of 2-bromoethanol and 131.5 ml (0.942 mol) of triethylamine are successively charged to a 1 litre three-necked flask equipped with a thermometer, a condenser, a bubbler and a magnetic stirrer, and the mixture is brought to reflux for 24 hours. The reaction medium is then concentrated under vacuum to 1/10 until a red oil is obtained, which is taken up with 600 ml of dichloromethane. The resulting organic phase is washed with 4 x 300 ml of water and dried over sodium sulphate Na2S04. The dichloromethane is eliminated in a rotary evaporator until a dark red solid having a mass of 64.83 g is obtained, which is purified by silica column chromatography (eluent = 90/10 chloroform/methanol) to give 41.13 g (yield 64.8%) of a dark red solid corresponding to the expected product. Analysis by mass spectrometry confirms the structure of the expected compound: the quasi-molecular ions [M+H] + , [M+Na] + , [M+Na+CH3OH]+, [2M+Na]+, [M~H]~ of the expected molecule CioHi2N203 are mainly detected.

Statistics shows that 6-Nitroindoline is playing an increasingly important role. we look forward to future research findings about 19727-83-4.

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. 19727-83-4, name is 6-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 6-Nitroindoline

General procedure: To a 100-mL, one-necked, round-bottomed flask,sequentially charged with compound A (2.25 mmol, 1 equiv.), CS2 (11.25 mmol, 5 equiv.), K3PO4 (2.25 mmol, 1 equiv.) and 30 mL ofacetone. The mixture was stirred for 0.5 h at r.t. and then 4-(bromomethyl)benzoic acid (2.25 mmol, 1 equiv.) was added. TLCanalysis was used to indicate the completed reaction. The reactionmixture was concentrated to provide crude compound B.

According to the analysis of related databases, 19727-83-4, the application of this compound in the production field has become more and more popular.