Discovery of 496-12-8

According to the analysis of related databases, 496-12-8, the application of this compound in the production field has become more and more popular.

Reference of 496-12-8, 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 496-12-8 as follows.

Example 17Synthesis of 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-2-(phenylsulfonyl)isoindolineReagents MW Reagent/raw material (g/mole) Quantity moles Isoindoline 119.16 0.5 g 4.2 benzenesulfonyl chloride 176.62 1.1 g 6.3 2-(phenylsulfonyl)isoindoline 259.32 0.54 g 2 sulfurochloridic acid 116.52 5 mL excess 2-(phenylsulfonyl)isoindoline-5- 357.83 0.05 g 0.139 sulfonyl chloride 2,3- 136.15 0.024 g 0.18 dihydrobenzo[b][1,4]dioxineAlCl3 133 0.037 0.27 Step 1: Isoindoline was dissolved in 5 mL dry pyridine, and benzenesulfonyl chloride was dropped in. The reaction was stirred overnight at room temperature and an intense red color developed. When complete as determined by HPLC using the protocol of Example 1, as well as by LCMS, the crude reaction mixture was poured into 100 mL cold 1M KHSO4, and extracted twice with 50 mL CH2Cl2. The organic phase was evaporated and the evaporation residue was purified by CombiFlash (PE/EtOAC) providing 1.1 g pure product (100% yield).

According to the analysis of related databases, 496-12-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Becker, Oren M.; Shitrit, Alina; Schutz, Nili; Ben-Zeev, Efrat; Yacovan, Avihai; Ozeri, Rachel; Kehat, Tzofit; Mirilashvili, Sima; Aizikovich, Alex; Sherman, Daniel; Behar, Vered; Kashtan, Osnat; US2012/108631; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Sources of common compounds: 89-40-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Nitroisoindoline-1,3-dione, its application will become more common.

Reference of 89-40-7,Some common heterocyclic compound, 89-40-7, name is 5-Nitroisoindoline-1,3-dione, molecular formula is C8H4N2O4, 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.

The synthesis of bromoacetal 6 from phthalimide (7) is shown in FIG. 11. Based on reactions described in the literature, these transformations were carried out on large scale, and some steps were improved. Nitration of 200 g of phthalimide (7) gives 146 g of 5-nitrophthalimide (8). Reduction of 8 by catalytic hydrogenation, according to the literature procedure, is a bottleneck in the synthesis because of the large volume of solvent needed. With a 2 L Parr hydrogenator pressure vessel, 30 g of 8 is converted to 25 g of amine 9. The next step is also a reduction; aminophthalide 10 is obtained quantitatively from 9 by copper-catalyzed reaction with zinc in aqueous base. Steps b and c could be combined by treating 8 with zinc dust and copper(II) sulfate in 2 M aq. sodium hydroxide. This variation, which is not shown in FIG. 11, removes the bottleneck, potentially allowing 100 g of 10 to be prepared in one step from 146 g of 9. The reaction conditions for the steps shown in FIG. 11 are as follows: a) HNO3, H2SO4, 0 C., 56% ; b) 5% Pd/C, H2, EtOAc, 97% ; c) Zn, CuSO4, 6 M NaOH, 5 C. then heated at 70-80 C. 16 h, 100% ; d) NaNO2, 4 M HBr, followed by CuBr at 0 C.; e) DIBAL, toluene, -42 C.; f) BF3 OEt2, MeOH, RT.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Nitroisoindoline-1,3-dione, its application will become more common.

Reference:
Patent; Bell, Thomas W.; Cline, Joseph I.; Cremo, Christine R.; Gillett, Stephen L.; Frederick, John H.; US2011/77394; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Extended knowledge of 446292-08-6

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 446292-08-6.

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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Safety of (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione

2-({(5S) -2-oxo-3-[4- (3-oxo-4-morpholinyl) phenyl] -1,3-oxazolidin-5- yl} methyl)-1,3(2H) -dione (Formula 5) were added 75 ml of ethanol and 8.1 ml of a methylamine solution (concentration in water 40%) was added.The reaction mixture was then diluted with 60In Heating, Stir at this temperature for 2 hours.Confirm that the reaction is completed, and while maintaining the temperature, dilute the solution with 50 ml of ethanol and 3.04 ml of phosphoric acid, and slowly add the solution to the reaction solution. After confirming that the crystallization of the product was initiated and cooling to 20 C, the precipitated reaction product was filtered under suction. The resulting solid was dispersed in 110 ml of methanol, refluxed for 30 minutes and stirred, and then cooled to room temperature. The resulting crystals were filtered,And dried at 50 DEG C for 4 hours to obtain 11.1 g of morpholine diphosphate (Formula 2). (Yield: 96.0%)

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 446292-08-6.

Reference:
Patent; IL DONG PHARMACEUTICAL CO., LTD.; LEE, Ki Yong; KWON, Jae Wook; SEO, Myeong Won; KANG, Jae Hoon; (15 pag.)KR2017/98031; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Continuously updated synthesis method about 959235-95-1

According to the analysis of related databases, 959235-95-1, the application of this compound in the production field has become more and more popular.

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. 959235-95-1, name is 6-(Trifluoromethoxy)indoline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H8F3NO

A mixture of 6-(trifluoromethoxy)indoline [CAS 959235-95-1] (2 g, 9.84 mmol), 2-(4-chlorophenyl)acetic acid [CAS 1878-66-6] (1.85 g, 10.8 mmol), HATU (5.6 g, 14.8 mmol) and diisopropylethylamine (4.9 ml_, 29.5 mmol) in DMF (40 ml_) was stirred at room temperature for 12 h. Water was added and the precipitate was filtered off. The residue was taken up with EtOAc. The organic solution was washed with a 10% aqueous solution of K2CO3, brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified by chromatography on silica gel (15-40 muiotatauiota, 80 g, heptane/EtOAc gradient 90/10 to 60/40). The pure fractions were combined and the solvent was concentrated under reduced pressure to give 2-(4-chlorophenyl)-1 -(6-(trifluoromethoxy)indolin-1 – yl)ethanone 7a (3 g).

According to the analysis of related databases, 959235-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; BONFANTI, Jean-Francois; KESTELEYN, Bart, Rudolf, Romanie; BARDIOT, Dorothee, Alice, Marie-Eve; MARCHAND, Arnaud, Didier, M; COESEMANS, Erwin; DE BOECK, Benoit, Christian, Albert, Ghislain; RABOISSON, Pierre, Jean-Marie, Bernard; (79 pag.)WO2018/215316; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Share a compound : 675109-26-9

According to the analysis of related databases, 675109-26-9, the application of this compound in the production field has become more and more popular.

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 675109-26-9 as follows. Recommanded Product: 675109-26-9

A stirred solution of 6-bromo-2,3-dihydro-1 H-isoindol-1 -one (3.4 g, 14.16 mmol) and 2-chloro-1- (1 ,2,3,4-tetrahydroisoquinolin-2-yl)ethan-1-one (3.6 g, 17.00 mmol) in DMF (47 mL) was cooled in an ice bath under nitrogen before adding NaH (0.70 g, 17.00 mmol) in portions. The reaction was allowed to warm to room temperature over an hour and was then quenched with NH4CI (sat., aq.). The pH was adjusted to pH 7 with citric acid (5%, aq.) and the product was extracted with IPAiCHCh (1 :3, x3). The combined organic layers were washed brine, dried over MgS04, filtered and concentrated under vacuum to yield 6-bromo-2-[2-oxo-2-(1 ,2,3,4- tetrahydroisoquinolin-2-yl)ethyl]-2,3-dihydro-1 H-isoindol-1 -one as a brown solid which was used crude. MS: [M+H]+ = 385.

According to the analysis of related databases, 675109-26-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Research on new synthetic routes about 6941-75-9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6941-75-9, its application will become more common.

Some common heterocyclic compound, 6941-75-9, name is 5-Bromoisoindoline-1,3-dione, molecular formula is C8H4BrNO2, 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-Bromoisoindoline-1,3-dione

4-bromo phthalimide (manufactured by Tokyo Kasei Kogyo) 9.95 g (44.0 mmol) were placed in a two-necked eggplant flask 50ml was replaced with nitrogen gas.Then added iodine 5.87g (23.1mmol) and 10% fuming sulfuric acid (Yotsuhata Chemical Industry Co., Ltd.) 12ml, it was subjected to 23 hours of reaction at 90C .The reaction mixture was poured into ice cooled to room temperature, filtered through a glass filter, to give a yellow solid 12.8 g. The resulting solid was dissolved in concentrated sulfuric acid 35 ml, the reaction was carried out for 5 hours at 130C..The reaction mixture was ice-cooled, and filtered the solid precipitated by adding ice water to give a solid 13.8g of phthalic acid derivatives. Next, the resulting solid was dissolved at room temperature sodium hydroxide 3.6g aqueous solution dissolved in water 18 ml. The basic aqueous solution of acetic acid was added to adjust the pH to 3-4, filtered the white precipitate of the mono sodium salt of the phthalic acid derivative precipitated. The resulting white solid was suspended in water, to pH 1 or less with concentrated hydrochloric acid to give a white solid 6.45g again as phthalic acid derivatives. The solid was dissolved in toluene 48 ml, was added acetic anhydride 8.7g (85.7mmol), the reaction was carried out for 4 hours at 105C. To give a white solid 5.87g The reaction mixture was concentrated under reduced pressure.The solid was purified by recrystallization in toluene to give 4-bromo-5-iodo-phthalic anhydride object 5.13g of (14.5mmol) (33% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6941-75-9, its application will become more common.

Reference:
Patent; Tosoh Corporation; Watanabe, Masato; Ohashi, Tomokazu; Fujita, Takumi; (137 pag.)JP5716821; (2015); B2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 552330-86-6

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.

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. 552330-86-6, name is 5-Bromoisoindolin-1-one, A new synthetic method of this compound is introduced below., SDS of cas: 552330-86-6

To a 25 mL rmmd-boitom t1ask was added 5-bromo-2,3-dihydro-H-1-isoindol-1-one10 135a (500 mg, 2.36 mmol, 1.0 equiv.), di-tert-butyl dicarbonate (800 mg, 3.67 mmol, 1.5equiv.), 4-dimethylaminopyridine (30 mg, 0.25 mmol, 0.1 equiv.), and tetrahydrofuran (5mL). The resulting mixture v.¡¤as stirred at room temperatme overnight. The mixture wa.-.:diluted with 500 mL of brine and extracted with ethyl acetate (250 mL x 3). The organicextracts Vere combined, dried over anhydrous sodium sulfate, and concentrated under15 vacuum. The residue was pmified by Fla.-.:h-Prep-HPLC using the following conditions(IntelFlash-l): Column, silica gel: mobile phase: EA: PE”‘O: 100 increasing toEA: PE”’20:80within 25 min; Detector, UV 2.54 nm. Removal of solvents gave tert-butyl 5-bromo-1-oxo-2,3-dihydro-lH-isoindole-2-carboxylate l35b ( 6.59 mg, 90%) as a light yellow solid.

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; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Sources of common compounds: 59-48-3

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

These common heterocyclic compound, 59-48-3, name is Indolin-2-one, 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. Computed Properties of C8H7NO

EXAMPLE I 5-acetyl-2-indolinone 171 g (1.28 mol) of aluminium chloride are cooled in 500 ml of 1,2-dichloroethane in the ice bath. Then 78 g (1.1 mol) acetyl chloride are added dropwise, so that the temperature does not exceed 10 C. After 1 h 71.3 g (0.53 mol) 2-indolinone (1,3-dihydro-indol-2-one) are added in 4 batches and the temperature is kept at 10-12 C. The reaction mixture is allowed to come up to ambient temperature slowly overnight. Then the solution is slowly added to 1 kg of ice with vigorous stirring. The slurry is with diluted 1 l water and stirred for another 30 min. Then the precipitate is suction filtered. Yield: 80.9 g (86.3% of theory) Rf=0.36 (silica gel, ethyl acetate/cyclohexane/methanol 9:9:2) C10H9NO2 (MG=175.19) Mass spectrum: m/z=174 (M-H)-

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

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/203104; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

New learning discoveries about 3783-77-5

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(3-Oxobutyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference of 3783-77-5, 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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-(4-bromo-3-oxobutyl)isoindoline-1,3-dione To a solution of 2-(3-oxobutyl) isoindole-1 ,3-dione (3.0 g, 13.81 mmol) in methanol (100 imL) was added bromine (2.43 g, 15.19 mmol) dropwise at 0C. The reaction mixture was stirred at the same temperature for 30 min and then at room temperature for 15 h. To the resulting clear solution was added concentrated sulfuric acid (10 M, 20 mL) and the resulting mixture was stirred at room temperature for 24 h. The precipitated solid was filtered and air- dried, afforded the desired product, 2-(4-bromo-3-oxobutyl)isoindoline-1 ,3- dione, as a white solid, (1 .85 g, 46% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(3-Oxobutyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MONASH UNIVERSITY; THE UNIVERSITY OF WESTERN AUSTRALIA; BAELL, Jonathan; PIGGOTT, Matthew; RUSSELL, Stephanie; TOYNTON, Arthur; RAHMANI, Raphael; FERRINS, Lori; NGUYEN, Nghi; (178 pag.)WO2015/172196; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Brief introduction of 5332-26-3

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

Synthetic Route of 5332-26-3, These common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, 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: Benzimidazole (1 mmol) and potassium hydroxide (1 mmol) were dissolved in ethyl alcohol (60 mL). The alkyl halide (1 mmol) was slowly added after the obtained reaction mixture was stirred at room temperature for 1 h. The solution was refluxed for 6 h, cooled to roomtemperature and the precipitated potassium chloride was removed by filtration. The solvent was removed by distillation. The product was then crystallized, washed several times with diethyl ether and then dried in vacuo. To a solution of 1-alkylbenzimidazole (1 mmol) in dried DMF (4 mL), alkyl halide (1 mmol) was added slowly and the reaction mixture was stirred at 80 C for 24 h under argon. After completion of the reaction, the DMF was removed by vacuum and diethyl ether (15 mL) was added to the mixture. The solid was washed with diethyl ether (2 ¡Á 15 mL) and dried under vacuum. The product was crystallized in an ethanol/diethyl ether mixture (3:1) at room temperature. The purified compounds were obtained as white or cream solids. Their structures were characterized by NMR (1H and 13C), FTIR, ESI-FTICR-MS (for 2 and 4) spectroscopic methods and elemental analysis

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

Reference:
Article; Akkoc, Senem; Goek, Yetkin; Ilhan, Ilhan Oezer; Kayser, Veysel; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 81 – 88;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem