Category: 3783-77-5

We’ll be discussing some of the latest developments in chemical about CAS: 3783-77-5. category: indolines-derivatives

In a 10 ml reaction tube, adding phosphine nitrogen ligand L3a (0.31 mg, 0 . 65 mumol) with the three-phenyl phosphorus is great (0.48 mg, 0 . 50 mumol), system through the vacuum line, replace the nitrogen 3 times, and steams newly added new degassed toluene 2 ml, solution in 90 C under stirring 3 hours, cooling to room temperature, solvent is removed under reduced pressure. At the same time in another 10 ml hydrogenation bottle, adding beta – aminoketone laf (43.4 mg, 0.2 mmol) with anhydrous carbonate cesium (6.50 mg, 0 . 02 mmol), system through the vacuum line, replace the nitrogen 3 times. A syringe has been coordination of the new catalyst for steaming and new degassing of ethanol (3 ml) containing dissolved out and injected into the substrate and additive in the reaction tube, the reaction system is put in an autoclave, in 25 C and H2(50 Bar) is stirred under the condition 24 hours, the solvent is removed under reduced pressure, taking a small amount of the mixed system is nuclear magnetic resonance to determine the conversion rate. The rest of the survivor column chromatography separation, to obtain the pure product 2 af. The conversion is 100%, enantiomeric excess is 93%. 2 Af: white solid. According to the embodiment 1 – 12 and not the result of the symmetrical field of catalytic hydrogenation of the well known common sense, can without any doubt be inferred in this embodiment of the product structure is shown in formula (II) of the structure.

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Reference:
Patent; Shanghai Jiao Tong University; Shanghai Zizhu Rising Industrial Technology Institute; Zhang Wanbin; Liu Delong; Wang Yanzhao; Jiang Xiuchen; Cao Lingyu; (32 pag.)CN105085372; (2018); B;,
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Application of 3783-77-5, New month, new HOT articles! We are pleased to share a selection of our referee-recommended HOT articles for 2021. We hope you enjoy reading these articles.

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;,
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Product Details of 3783-77-5, Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes.

To a solution of spiro[isobenzofuran-1(3H), 4′-piperidine] hydrochloride (2.80 g) and 2-(3-oxobutyl)-1H-isoindol-1,3(2H)-dione (2.0 g) in THF-methanol (1:1 v/v, 40 ml), 0.3 M sodium cyanoborohydride-1/2 zinc chloride solution in methanol (44 ml) was added and stirred for 20 hours at room temperature. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction liquid, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and condensed under reduced pressure. The resulting solid was washed with a small amount of methanol to provide 2-(3-spiro[isobenzofuran-1(3H), 4′-piperidin-1-yl]butyl-1H-isoindol-1, 3(2H)-dione (578 mg) as a white solid.

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Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1595867; (2005); A1;,
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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.

A mixture of 50 g of 2- (3-oxobutyl) isoindoline-1,3-dione, 14.3 g of ethylene glycol and 7.4 g of p-toluenesulfonium tetrahydrate were dissolved in 500 ml of anhydrous toluene and treated with a water separator Reflux for 24 hours. After completion of the reaction, the reaction system was saturatedNaHCO3 aqueous solution 500 ml twice. The aqueous phase was extracted twice with 500 ml of ethyl acetate. The organic phase is combined with anhydrous sulfur Dried over sodium carbonate, and the solvent was distilled off under reduced pressure to obtain a distillation residue which was recrystallized from ethanol to give 45 g of a yellow solid: 2- (2-(2-methyl-1,3-dioxolan-2-yl) ethyl) isoindoline-1,3-dione, yield: 74.8%.

The synthetic route of 2-(3-Oxobutyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan Yao Ming Kant, Immanuel New Drug Development Co., Ltd.; Yu Lingbo; Wang Ruile; Zhou Qiang; Xu Xueqin; Zhang Dawei; Bai Youyin; Chen Dongzhi; Gao Mingfei; Yao Baoyuan; Han Huaxin; Fu Xinyu; Ma Rujian; (5 pag.)CN106939001; (2017); 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. 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. Computed Properties of C12H11NO3

To a stirred solution of acetic anhydride (5.0 mL, 53.0 mmol) and 7.7 wt % phosphorus pentoxide in methanesulfonic acid (Eaton’s Reagent) (5.0 mL, 4.60 mmol) was added 2-(3-oxobutyl)isoindoline-l ,3-dione (1.0 g, 4.60 mmol). The reaction was heated at 70 C and for 8 h. The reaction was allowed to cool to room temperature and maintained overnight. The reaction was diluted with EtOAc, washed with ice cold water, dried (Na2S04), filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (Analogix, SF40-115 g, 20 – 100% EtOAc in hexanes). The pure fractions were combined and evaporated to dryness and triturated with 10% EtOAc in hexanes, filtered and evaporated to dryness to give 2-((2,6-dimethyl-4-oxo-4H-pyran-3- yl)methyl)isoindoline-l,3-dione (290 mg, 1.024 mmol, 22.24 % yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 7.91 – 7.74 (m, 4 H), 6.06 (s, 1 H), 4.54 (s, 2 H), 2.43 (s, 3 H), 2.22 (s, 3 H). MS(ES) [M+H]+ 284.0.

The synthetic route of 3783-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; DONATELLI, Carla, A.; WO2014/107277; (2014); A1;,
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Indoline | C8H9N – PubChem

Electric Literature of 3783-77-5, These common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)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.

2. 1-Bromo-4-N-phthalimido-2-butanone 4-N-phthalimido-2-butanone (70.0 g, 0.322 mol) was dissolved in methylene chloride (525 ml) and methanol (425 ml). A solution of bromine (16.5 ml, 0.322 mol) in methanol (100 ml) was added dropwise over a 2 hour period. The reaction mixture was allowed to stir overnight, and was then treated with additional bromine (4 ml, 0.078 mol); after 1 hour, no starting material was visible by TLC. The reaction mixture was concentrated in vacuo to leave a yellow solid, which was triturated with ether and dried under nitrogen to give the product as a white solid, m.p. 88-90 C. (54.84 g, 0.185 mol, 58% yield). 1 NMR (CDCl3): 7.82 (m, 2H), 7.72 (m, 2H), 4.01 (t, J=8 Hz, 2H), 3.93 (s, 2H), 3.12 (t, J=8 Hz, 2H).

Statistics shows that 2-(3-Oxobutyl)isoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 3783-77-5.

Reference:
Patent; Pfizer Inc.; US5037834; (1991); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)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. Safety of 2-(3-Oxobutyl)isoindoline-1,3-dione

In a 10 ml reaction tube, adding phosphine nitrogen ligand L3a (0.31 mg, 0 . 65 mumol) with the three-phenyl phosphorus is great (0.48 mg, 0 . 50 mumol), system through the vacuum line, replace the nitrogen 3 times, and steams newly added new degassed toluene 2 ml, solution in 90 C under stirring 3 hours, cooling to room temperature, solvent is removed under reduced pressure. At the same time in another 10 ml hydrogenation bottle, adding beta – aminoketone laf (43.4 mg, 0.2 mmol) with anhydrous carbonate cesium (6.50 mg, 0 . 02 mmol), system through the vacuum line, replace the nitrogen 3 times. A syringe has been coordination of the new catalyst for steaming and new degassing of ethanol (3 ml) containing dissolved out and injected into the substrate and additive in the reaction tube, the reaction system is put in an autoclave, in 25 C and H2(50 Bar) is stirred under the condition 24 hours, the solvent is removed under reduced pressure, taking a small amount of the mixed system is nuclear magnetic resonance to determine the conversion rate. The rest of the survivor column chromatography separation, to obtain the pure product 2 af. The conversion is 100%, enantiomeric excess is 93%. 2 Af: white solid. According to the embodiment 1 – 12 and not the result of the symmetrical field of catalytic hydrogenation of the well known common sense, can without any doubt be inferred in this embodiment of the product structure is shown in formula (II) of the structure.

The synthetic route of 2-(3-Oxobutyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Jiao Tong University; Shanghai Zizhu Rising Industrial Technology Institute; Zhang Wanbin; Liu Delong; Wang Yanzhao; Jiang Xiuchen; Cao Lingyu; (32 pag.)CN105085372; (2018); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 3783-77-5, A common heterocyclic compound, 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, molecular formula is C12H11NO3, 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 cold slurry of 2-(3-oxobutyl)isoindoline-l,3-dione (2.12 g, 9.76 mmol) in MeOH (25 mL) at 0 C was added bromine (1.006 mL, 19.52 mmol). The reaction mixture was allowed to slowly warm to room temperature overnight. The reaction mixture was initially quenched with 10 M aq H2SO4 (15 mL). Once the intermediate methyl ether was no longer visible by LCMS, the reaction mixture was diluted with additional water (20 mL). The solid was collected, rinsed with water and air dried on the filter to afford 2-(4-bromo-3-oxobutyl)isoindoline-l,3-dione (2.13 g, 7.19 mmol, 73.7% yield) as a white solid. LC/MS (weak M+H): 295.9; LC retention time: 2.148 min (analytical HPLC Method N); NMR (400 MHz, CDCh): delta ppm 7.86 (dd, J=5.5, 3.1 Hz, 2H), 7.73 (dd, J=5.5, 3.1 Hz, 2H), 4.02 (t, J=7.2 Hz, 2H), 3.93 (s, 2H), 3.13 (t, J=7.2 Hz, 2H).

The synthetic route of 3783-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WROBLESKI, Stephen T.; BROWN, Gregory D.; LIN, Shuqun; DUAN, Jingwu; LU, Zhonghui; DHAR, T.G. Murali; XIAO, Hai-Yun; TEBBEN, Andrew J.; (103 pag.)WO2016/149437; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature 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.

(1) Synthesis of N-[3-(N-methoxyimino)butyl]-phthalimide 1.08 g (5.00 mmol) of N-(3-oxobutyl)phthalimide was dissolved in 10 ml of methanol and to the solution was added 0.835 g (10.0 mmol) of O-methylhydroxylamine hydrochloride. To this suspension was added 2 ml of 5N aqueous sodium hydroxide solution, followed by being stirred at room temperature for 16 hours. The reaction mixture was poured into 100 ml of saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform (30 ml*3), and the combined organic layer was dried over magnesium sulfate. Chloroform was distilled off and the residual solids were washed with hexane to give 1.23 g (yield 100%) of the titled compound as white crystals. Melting point 55-64 C., 1 H-NMR spectrum (DMSO-d6, TMS as internal standard); delta=1.86(s, 3H*0.66), 1.91(s, 3H*0.34), 2.5(t, J=6 Hz, 2H*0.66), 2.66(t, J=6 Hz, 2H*0.34), 3.48(s, 3H*0.34), 3.65(s, 3H*0.66), 3.84(t, J=6 Hz, 2H*0.66), 3.87(t, J=6 Hz, 2H*0.034), 7.85(s, 4H)ppm,

The synthetic route of 2-(3-Oxobutyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Gas Chemical Co., Inc.; US5211738; (1993); A;,
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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H11NO3

Synthesis of 2-(4-bromo-3-oxo-butyl)-isoindole-1 ,3-dione (C12H10NO3Br, MW = 294.98) To an ice-cooled and well-stirred suspension of 2-(3-oxo-butyl)-isoindole-1 ,3-dione (30.0 g, 138 mmol, 1 eq.) in MeOH (180 mL), bromine (14.3 mL, 276 mmol, 2 eq.) was added in one portion. The resulting red heterogeneous mixture was stirred at 0 C for 5 min., and further at r.t. for 3.5 hours. The orange homogeneous reaction mixture was then treated with 10M aq. H2SO4 soln. (26.2 mL). The resulting heterogeneous mixture was further stirred at r.t. for 2 hours. The resulting heterogeneous reaction mixture was filtered in order to isolate the target product as a white-off solid which was further dried under high vacuum. The product was used without further purification. LC-MS 3: tR = 0.76 min; [M+Hf = 296.1

According to the analysis of related databases, 3783-77-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; RICHARD-BILDSTEIN, Sylvia; SIEGRIST, Romain; WO2014/6585; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem