Tag: M.W=100-200

Electric Literature of 1074-82-4, 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 1074-82-4 as follows.

To a solution of 1 -bromo-4-bromomethyl-benzene (3.0 g, 12.0 mmol, 1.0 eq) in DMF (40 mL) was added phthalimide potassium (4.4 g, 24.0 mmol, 2.0 eq). The reaction mixture was stirred for 1 h at rt Water was added, and the mixture was extracted with EtOAc. The organic layer was dried over Na2S04 and evaporated to give 2-(4-bromo-benzyl)-isoindole-l,3-dione which was used as a white solid (4.0 g, quant)without further purification.

According to the analysis of related databases, 1074-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3485-84-5, name is N-Vinylphthalimide, 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 3485-84-5, Safety of N-Vinylphthalimide

A thick walled glass tube, equipped with a stir bar, was charged with palladium (II) acetate (64 mg, 0.29 mmol), acetonitrile (50 mL), JV-vinylphthalimide (1.19 g, 6.89 mmol), triethylamine (2.4 mL, 17 mmol), tri-o-tolylphosphine (260 mg, 0.86 mmol) and l-(7-bromo-2-ethyl-17f-imidazo[4,5-c]quinolin-l-yl)-2-methylpropan-2-ol (2.00 g, 5.74 mmol). The reaction mixture was purged with nitrogen and the tube was sealed and heated at 120 0C in an oil bath for 16 hours. The reaction was cooled to ambient temperature and silica gel (20 g) was added followed by concentration under reduced pressure. The sample absorbed on silica was purified by chromatography using a HORIZON HPFC system (silica cartridge, eluting with a 0-7% gradient of methanol in dichloromethane). The recovered solid was washed with 1% aqueous sodium carbonate to provide 1.95 g of 2-{2- EPO [2-ethyl- 1 -(2-hydroxy-2-methylpropyl)- 1 H-imidazo[4,5 -c]quinolin-7-yl]ethenyl} – 1 H- isoindole-l,3(2H)-dione as a bright yellow solid. MS (APCI) m/z 441 (M + H)+.

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, N-Vinylphthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/91394; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 7147-90-2, The chemical industry reduces the impact on the environment during synthesis 7147-90-2, name is 5-Chloroisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

To a solution of 5-chloro-isoindole-l,3-dione (5.0 g, 27.5 mmol) in DCM (200 mL) was added ethylmagnesium chloride (2 M in THF, 41.3 mL) dropwise at 0 C. After the addition, the mixture was allowed to stir at 0 C for 3 hours before it was quenched with satd. aq. NH4C1 solution. After extraction with DCM, the organic layer was washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product containing a mixture of two regioisomers (5.82 g, 100%). MS: 212.0 (M+H+).; Under N2 protection, triethylsilane (19.3 g, 166 mmol) and TFA (20 mL) were added successively to a mixture of 5-chloro-3-ethyl-3-hydroxy-2,3-dihydro-isoindol- 1 -one and 6- chloro-3-ethyl-3-hydroxy-2,3-dihydro-isoindol-l-one (3.52 g, 16.6 mmol). After stirring at room temperature for 2 hours, the reaction mixture was concentrated under reduced pressure. The residue was treated with a satd. aq. solution of NaHCC>3 (30 mL) and extracted with DCM (2 x 30 mL). The combined organic layers were washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude mixture of products. Both 5-chloro-3-ethyl-2,3-dihydro-isoindol-l-one (0.65 g, 20%) MS: 196.1 – 147 -(M+H+) and 6-chloro-3-ethyl-2,3-dihydro-isoindol-l-one (0.62 g, 19%) MS: 196.1 (M+H+) were obtained by prep-HPLC separation as white solids.

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, 5-Chloroisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 7147-90-2, 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. 7147-90-2, name is 5-Chloroisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

3.6 g of 1,1, 1-trifluoro-3-iodopropane are added dropwise to a mixture of 7.5 g of 4- chlorophthalimide and 4.6 g of potassium carbonate in 40 cm3 of [DIMETHYLFORMAMIDE] at a temperature in the region of [110C] with stirring. After stirring for 11 hours at a temperature in the region of [120C,] the reaction mixture is cooled to a temperature in the region [OF 20C] and then poured into 200 cm3 of water. The mixture is acidified with dilute aqueous hydrochloric acid solution to a pH of about 3, and is then extracted 3 times with 100 cm3 of ethyl acetate. The organic phase is dried over magnesium sulphate and then concentrated to dryness. 5.0 g [OF 4-CHLORO-N- (3,] 3, 3-trifluoro- propyl) phthalamic acid are thus obtained, Rf = 0.12 (thin layer chromatography on silica gel, eluent : ethyl acetate)

The chemical industry reduces the impact on the environment during synthesis 5-Chloroisoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2003/101450; (2003); 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. 20870-79-5, name is 5-Nitroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 20870-79-5

Preparation of 5-amino-oxindole (2) To a solution of 5-nitro-oxindole (25 g) in 120 mL of dimethylacetamide in a Parr bottle was added 10% Pd/C (0.5 g). The mixture was hydrogenated (40 psi H2) for 16 hours. The catalyst was removed by filtration and the filtrate was diluted with ether (2 L) to provide 5-amino-oxindole (10.5 g; 50%).

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 20870-79-5.

Reference:
Patent; Pfizer Inc; US2005/256145; (2005); 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. 22190-33-6, name is 5-Bromoindoline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8BrN

A solution of 5-bromo-2,3-dihydro-1H-indole (4.97 g, 25.1 mmol), di-tert-butyl dicarbonate (6.0 g, 27.5 mmol) and 4-dimethylaminopyridine (catalytic) in dichloromethane (70 mL) was stirred at room temperature until the starting material was consumed. The solvent was evaporated in vacuo, and the residue was purified by flash chromatography on silica gel, eluted with ethyl acetate/hexane to give the product, 4.1 g (55%). 1H NMR (CDCI3) : delta 1.55 (s, 9 H), 3.06 (t, 2 H), 3.97 (t, 2 H), 7.23-7.27 (m, 2 H) and 7.72 (br m, 1 H).

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 22190-33-6.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2004/69792; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 1914-02-9, These common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, 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.

2d. 3,3-dimethyl-1-(2-nitrophenyl)indoline:; To 2c (317 mg, 2.12 mmol) was added 1-fluoro-2-nitrobenzene (200 mg, 1.42 mmol). The reaction mixture was stirred at 175 C. for 8 h. The reaction mixture was diluted with CH2Cl2 and washed with 1N HCl and dried over Na2SO4. The solvent was evaporated under reduced pressure and purified by column chromatography using 0 to 10% EtOAc in hexane over 30 min as eluting solvent to afford 2d (360 mg, 95%) as an oil. MS (ES) m/z 269 [M+H]+

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293281; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-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 C9H9NO2

Description 13:5-Hydroxyindolin-2-oneTo 5-methoxyindolin-2-one (200 mg, 1.23 mmol) in dry DCM (5 ml), cooled down to 0C, was added a solution of boron tribromide in DCM (1M, 3.5 equiv., 4.3 ml). The reaction mixture was slowly warmed up to room temperature and stirred overnight, then carefully poured into stirring ice-water and stirred for 1 hour. The precipitate was collected by filtration, washed with water, air-dried to give the title compound as a grey solid. The results of NMR spectroscopy set out below indicate the final product was the title compound D13.’H NMR (dmso-d6): 10.06 (1 H, NH, br s), 8.93 (1H, OH. br s), 6.65 (1 H. s), 6.60-6.52 (2H, m), 3.37 (2H, s).13C NMR (dmso-d6): 176.1 , 152.2, 135.5, 126.9, 113.3, 112.3, 109.3, 33.1. MS: (MH+ 41) 191.0.

The synthetic route of 5-Methoxyindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Greenwich; SPENCER, John; WO2012/25726; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, A new synthetic method of this compound is introduced below., Quality Control of Potassium 1,3-dioxoisoindolin-2-ide

General procedure: A 500 mL round-bottom flask was charged with4.63 g (0.025 mol) Phthalimide potassium salt, dissolve in 120 mL Anhydrousacetone. 6.9 g (0.05 mol) potassium carbonate and 11.75 g (0.0625 mol) 1,2-Dibromoethanewas added. The solution was heated to reflux for 8 h. The stirring mixture wasallowed to cool, and then was filtered. The solids were washed with 50 mL ofacetone, followed by 50 mL of EtOAc. The filtrate and the washer liquid werepooled and concentrated in a rotary evaporator, then purified by flashchromatography on SiO2 (gradient, 1:6 to 1:4 petroleum ether:EtOAc)to obtain 5.2 g (81.8%) of N-(2-Bromoethyl) phthalimideas a white 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:
Article; Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2380 – 2382;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 496-12-8, name is Isoindoline, A new synthetic method of this compound is introduced below., COA of Formula: C8H9N

To ketone 24 (43 mg, 0.15 mmol) in anhydrous THF/CH2Cl2 (1.5 ml/1.5 mL) is added isoindoline (25 muL, 0.22 mmol) and glacial acidic acid (3 muL) and triacetoxyl sodium borohydride (98 mg, 0.44 mmol). The mixture is stirred for 2 h and, quenched with saturated sodium bicarbonate, and extracted with CH2Cl2. The organic phase is dried, rotavaped, and was subjected to HPLC purification (aetonitrile-water-0.1% TFA) to give the title compound as a TFA salt (67 mg, 89%).1H-NMR (400 MHz, CDCl3) delta=2.2 (4H, m), 2.3 (3H, s), 2.4 (3H, s), 3.2 (2H, m), 3.6 (1H, m), 3.8 (2H, m), 4.5 (4H, bs), 5.1 (2H, bs), 7.3 (9H, m).HR MS (m/z, MH+) meas. 399.2547.

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; Novartis AG; US2010/41663; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem