Category: 496-12-8

With the volume and accessibility of scientific research increasing across the world, it has never been more important to continue building the reputation for quality and ethical publishing we’ve spent the past two centuries establishing., name: Isoindoline

To a solution of 3,4-(methylenedioxy)aniline (150 mg, 1.09 mmol) in dry DCM (4 mL) was added dropwise phenyl chloroformate (0.138 ml, 1.09 mmol) and triethylamine (0.153 ml, 1.09 mmol). After the reaction mixture was stirred at r.t for 8 hr., isoindoline (0.123 ml, 1.09 mmol) and triethylamine (0.153 ml, 1.09 mmo) were added, and the reaction mixture was stirred overnight. The solvent was then removed under reduced pressure, and the residue was purified by chromatographed on silica gel (EtOAC/Hexane: 1:3) to give the title compound (185 mg, 60%) as a white solid: m.p:165-166 C. 1H NMR (CDCl3, 500 MHz): 4.82 (s, 4H); 5.93 (s, 2H); 6.20 (s, 1H); 6.73 (s, 2H); 7.17 (s, 1H); 7.30 (m, 4H). MS (MH+, 283).

Hope you enjoy the show about 496-12-8.

Reference:
Patent; Tachdjian, Catherine; Patron, Andrew P.; Adamski-Werner, Sara L.; Bakir, Farid; Chen, Qing; Darmohusodo, Vincent; Hobson, Stephen Terrence; Li, Xiaodong; Qi, Ming; Rogers, Daniel Harry; Rinnova, Marketa; Servant, Guy; Tang, Xiao-Qing; Zoller, Mark; Wallace, David; Xing, Amy; Gubernator, Klaus; US2005/84506; (2005); 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. 496-12-8, name is Isoindoline, A new synthetic method of this compound is introduced below., Related Products of 496-12-8

General procedure: In an oven-dried RB flask, 4-chloro-2-phenyl-1H-pyrrolo[3,2-c]pyridine 6b (250 mg, 1.09 mmol) and formaldehyde solution, 37 wt.% in H2O (0.2 mL, 2.73 mmol) were mixed in glacial acetic acid(5 mL). N-methyl piperazine (273.8 mg, 2.73 mmol, CAS 109-01-3)was added drop wise at 0C. The resulting mixture was stirred atroom temperature for 12 h. After completion of the reaction, the excess solvent was evaporated to dryness under reduced pressure.The residue was neutralized with 10% NaHCO3 solution, the solidf ormed was collected by filtration, washed with water and dried.The crude product was purified by silica gel column chromatographyto provide title compound as an off-white solid (326.3 mg,88%).

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to navigate research efforts intended to implement such knowledge in the development of new catalytic chemistries. Read on for other articles about 496-12-8.

Reference:
Article; Jose, Gilish; Suresha Kumara, Tholappanavara H.; Sowmya, Haliwana B.V.; Sriram, Dharmarajan; Guru Row, Tayur N.; Hosamani, Amar A.; More, Sunil S.; Janardhan, Bhavya; Harish; Telkar, Sandeep; Ravikumar, Yalegara Siddappa; European Journal of Medicinal Chemistry; vol. 131; (2017); p. 275 – 288;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 496-12-8,Some common heterocyclic compound, 496-12-8, name is Isoindoline, molecular formula is C8H9N, 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: A mixture of secondary amine (1.0 mmol), calcium carbide (0.20 g, 2.5 mmol), aldehyde (3 mmol), cuprous chloride (0.01 g, 0.1 mmol) and water (0.05 mL, 3 mmol) in DMSO (3 mL) was stirred at 100 C under N2for 4 h. The reaction was monitored by TLC. After reaction completion, the resulting mixture was filtered to remove the solid, and the liquor was extracted with ethyl acetate (3 × 10 mL) and washed with saturated brine (3 × 10 mL). The resulting organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using petroleum ether and ethyl acetate (v/v 10:1) as the eluent.

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

Reference:
Article; Fu, Rugang; Li, Zheng; Journal of Chemical Research; vol. 41; 6; (2017); p. 341 – 345;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. name: Isoindoline

Example 68A 4-bromophenyl isoindoline-2-carboxylate To a solution of isoindoline (167 mg, 1.401 mmol) and DIEA (0.445 mL, 2.55 mmol) in CH2Cl2 (3 mL), was added 4-bromophenyl carbonochloridate (300 mg, 1.274 mmol). The mixture was stirred at rt for 1 h, then was quenched with water. The mixture was diluted with EtOAc (100 mL), then was washed with 1N HCl, sat Na2CO3 and brine, dried over Na2SO4, and concentrated. The crude product was purified via flash chromatography to afford 310 mg (76%) of Example 68A. MS (ESI) m/z: 318.0 (M+H)+; 1H NMR (500 MHz, CDCl3) delta 7.53-7.48 (m, 2H), 7.36-7.29 (m, 4H), 7.13-7.07 (m, 2H), 4.94 (s, 2H), 4.84 (s, 2H)

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; Glunz, Peter W.; Zou, Yan; Quan, Mimi L.; US2014/206686; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 496-12-8, The chemical industry reduces the impact on the environment during synthesis 496-12-8, name is Isoindoline, I believe this compound will play a more active role in future production and life.

Example 13; Synthesis of 4-chloro-6-(1.3-dihvdro-2H-isoindol-2-yl)pyrimidin-2- amine (Intermediate 18); 4,6-Dichloropyrimidin-2-amine (1.12g), isoindoline (1.2ml), and triethylamine (1.63ml) in EtOH (33ml) are heated with stirring at 85 0C for 6 hours. The solvent is removed in vacuo, and the residual solid suspended in DCM (40ml) and dilute citric acid solution (30ml). The suspended solid is filtered off, washed with DCM and water, and dried to afford the title compound as a grey solid (1.573g, 93%). LCMS 247 [M+H]+, RT 3.05 mins (pH 2.5). 1H NMR 300 MHz (CDCI3) (delta ppm): 7.25 – 7.48 (4H, m), 6.58 (2H, s), 5.92(1H, s), 4.71 (4H, br d).

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, Isoindoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA, S.A.; WO2008/31556; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 496-12-8, name is Isoindoline, 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 496-12-8, Computed Properties of C8H9N

Will Isoindoline (58 muL, 0.5 mmol),And a stirrer is placed in the reaction tube,After replacing the inert gas,DMF (193 muL, 2.5 mmol) was added, and the reaction tube was sealed.The reaction tube was placed in a 150 C oil bath reactor and the reaction was stirred for 96 hours.After cooling to room temperature, it was diluted with 15 mL of water and extracted with ethyl acetate three times, 15 mL each time.The combined extracts were dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure, and the crude product was subjected to column chromatography with ethyl acetate: petroleum ether = 1:3 (1% triethylamine) as eluent. Get pure.Black oily liquid with a yield of 80%.

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

Reference:
Patent; Xiangtan University; Gong Xing; Yin Jiawen; Cai Changqun; (15 pag.)CN109293569; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 496-12-8, A common heterocyclic compound, 496-12-8, name is Isoindoline, molecular formula is C8H9N, 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.

Pyridine (6.56 mL, 81.1 mmol) and N,N-dimethyl-4-aminopyridine (248 mg, 2.03 mmol) were added to a solution of 2,3-dihydro-1H-isoindole (8.08 g, 40.6 mmol) in chloroform (120 mL) at room temperature. The mixture was cooled to 0 C, and trifluoroacetic anhydride (6.77 mL, 48.7 mmol) was added dropwise to the mixture. After the addition, the reaction mixture was warmed to room temperature and stirred for 4 h. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate. The mixture was then washed with 1 mol/L hydrochloric acid, saturated aqueous NaHCO3, and brine. The organic layer was dried over anhydrous MgSO4 and then concentrated under reduced pressure. The resulting residue was purified using a silica gel column eluted with 10% ethyl acetate/n-hexane to afford 8 (8.66 g, 99%) as a light brown powder: 1H NMR (300 MHz, CDCl3) delta 4.93 (s, 2H), 5.04 (s, 2H), 7.22-7.43 (m, 4H); MS (ESI/APCI Dual): m/z 216 [M+H]+.

The synthetic route of 496-12-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Busujima, Tsuyoshi; Tanaka, Hiroaki; Shirasaki, Yoshihisa; Munetomo, Eiji; Saito, Masako; Kitano, Kiyokazu; Minagawa, Toshiya; Yoshida, Koji; Osaki, Naoto; Sato, Nagaaki; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5922 – 5931;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. name: Isoindoline

Example 12; 2-(1,3-Dihydroisoindol-2-yl)-1-(4-dimethylamino-4-phenylcyclohexyl)ethanol; Stage 1; 2-(1,3-Dihydroisoindol-2-yl)-1-(1,4-dioxaspiro[4.5]dec-8-yl)ethanol; A solution of 8-oxiranyl-1,4-dioxaspiro[4.5]decane (1.41 g, 7.66 mmol), isoindoline (1.00 g, 8.43 mmol) and calcium trifluoromethanesulfonate (1.29 g, 3.8 mmol) in anhydrous acetonitrile (60 ml) was stirred at room temperature overnight. The solvent was then concentrated in vacuo. The residue was taken up in ethyl acetate (50 ml) and the solution was washed with 25% potassium carbonate solution (3×50 ml). The aqueous phase was extracted with ethyl acetate (3×40 ml) and the combined organic phases were dried with sodium sulfate and concentrated in vacuo.Yield: 2.04 g (88%), beige-coloured solid1H-NMR (DMSO-d6): 1.24-1.48 (m, 5H); 1.59 (br s, 1H); 1.64-1.74 (m, 3H); 2.56 (dd, 1H, J=7.4, 12.2 Hz); 2.70 (dd, 1H, J=4.7, 12.2 Hz); (m, 2H); 3.44 (m, 1H); 3.83 (s, 4H); 3.83-3.94 (m, 4H); 4.30 (d, 1H, J=4.4 Hz); 7.15-7.26 (m, 4H).

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; GRUeNENTHAL GMBH; US2011/59999; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products 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.

Sodium triacetoxyborohydride (0.47 g, 2.22 mmol) was added to a solution of isoindoline (0.22 g, 1.85 mmol), tert-butyl 4-formyl-1-piperidinecarboxylate (0.40 g, 1.88mmol) and acetic acid (0.033 mL, 0.58 mmol) in dichloromethane (10 mL) and the resulting mixture was stirred overnight at room temperature. The reaction mixture was partitioned between excess of diethyl ether and water. The organic phase was separated, washed with diluted aqueous sodium hydroxide solution, dried over sodium sulfate and the solvent was evaporated to give the title compound (0.61 g, 83%)LRMS (mlz): 317 (M+1)+.

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; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/86693; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 496-12-8, name is Isoindoline, 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 496-12-8, COA of Formula: C8H9N

1-(1,3-Dihydro-isoindol-2-yl)-ethanoneTo a mixture of 2,3-Dihydro-1 H-isoindole (5.0 g, 41 mmol) and triethylamine (8.5 g, 84 mmol) in dichloromethane (DCM, 200 mL) was added acetyl chloride (3.62 g, 46.16 mmol) dropwise at 0 0C. The resulting mixture was stirred at room temperature overnight, then quenched with 1 N HCI and extracted with dichloromethane. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated to afford 1-(1 ,3-Dihydro-isoindol-2-yl)-ethanone (0.18 g, 85%). MS (ES) m/z: [M+1]: 161.95 (161.08). 1H NMR (400 MHz, CDCI3) 7.31-7.26 (m, 4 H), 4.82 (s, 2 H), 4.80 (s, 2 H), 2.18 (s, 3 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, Isoindoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/20306; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem