Author: tianli

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 1914-02-9 as follows. 1914-02-9

Intermediate 66 (300mg, 1.2mmol), 3,3-dimethylindoline (182mg, 1.2mmol) and propan-2-ol (3m1) were sealed in a vial and heated at 70C for 4 hours. The mixture was cooled, at which point a precipitate formed. This was collected and dried via vacuum filtration to afford ethyl 7-(3,3-dimethylindolin-1 -yl)thiazolo[5,4-d]pyrimidine-2- carboxylate, as a yellow solid (322mg, 74%); 1H NMR (400 MHz, CHLOROFORM-d) 5ppm 1.48 (m, 9 H), 4.56 (q, .1=7.33 Hz, 2 H), 4.80 (s, 2 H), 7.31 -7.41 (m, 3 H), 8.65 (d, J-7.78 Hz, I H), 8.75 (s, I H); LC-MS (ESI): (MW)355.0

According to the analysis of related databases, 1914-02-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 496-12-8, name is Isoindoline, 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. 496-12-8

Commercially available benzenesulfonylchloride 6 (500 mg, 2.12 mmol) was dissolved in CH2Cl2 (29 mL), treated with Et3N (0.89 mL, 6.4 mmol) and isoindoline (0.48 mL, 0.51 g, 4.2 mmol) and stirred at room temperature for 3 h. The organic layer was diluted with CH2Cl2, washed successively with 1N aqueous HCl and then dried over anhydrous sodium sulphate. Evaporation under vacuum of the organic solvent afforded a crude product which was purified by column chromatography over silica gel, to yield the sulfonamidic derivative.

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 Isoindoline.

Reference:
Article; Granchi, Carlotta; Roy, Sarabindu; Mottinelli, Marco; Nardini, Elisa; Campinoti, Fabio; Tuccinardi, Tiziano; Lanza, Mario; Betti, Laura; Giannaccini, Gino; Lucacchini, Antonio; Martinelli, Adriano; MacChia, Marco; Minutolo, Filippo; Bioorganic and Medicinal Chemistry Letters; vol. 21; 24; (2011); p. 7331 – 7336;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

The chemical industry reduces the impact on the environment during synthesis 774-47-0, name is 5,6-Difluoroindoline-2,3-dione, I believe this compound will play a more active role in future production and life. 774-47-0

6-Ethylthio-5-fluoroindole-2,3-dione 6-Ethylthio-5-fluoroindole-2,3-dione was prepared from 5,6-difluoroindole-2,3-dione using sodium thioethoxide according to the method described in the synthesis of 5-fluoro-6-methylthioindole as a brown solid (2.53 g, 19%): mp 215 C.; IR numax (Nujol)/cm-1 3286, 2926, 2855, 1766, 1712, 1619, 1467 and 1038; NMR deltaH (400 MHz, DMSO-d6) 1.32 (3H, t, J 7.5 Hz), 3.13 (2H, q, J 7.5 Hz), 6.77 (1H, d, J 6.0 Hz), 7.39 (1H, d, J 8.5 Hz), 10.97 (1H, brs).

The chemical industry reduces the impact on the environment during synthesis 774-47-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Vernalis Research Limited; US6380238; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

675109-26-9, The chemical industry reduces the impact on the environment during synthesis 675109-26-9, name is 6-Bromoisoindolin-1-one, I believe this compound will play a more active role in future production and life.

Preparation 117: 6-bromo-2-(cyclopropylmethyl)-2,3-dihydro-1 H-isoindol-1 -one (1710) (1711) A stirred solution of 6-bromo-2,3-dihydro-1 H-isoindol-1 -one (350 mg, 1.65 mmol) and cyclopropylmethyl bromide (0.198 muIota_, 1.98 mmol) in DMF (6 mL) was cooled in an ice bath under nitrogen. Then NaH (99 mg, 2.48 mmol) was added in portions. The reaction was stirred for 1 hour and then quenched with NH4CI (sat., aq.). The mixture was extracted with IPA:CHCI3 (1 :3, x3). The combined organic layers were washed with brine, dried over MgS04, filtered and concentrated under vacuum to yield the title compound as a brown oil (~30 % pure) which was used crude. MS: [M+H]+ = 266/268.

The chemical industry reduces the impact on the environment during synthesis 6-Bromoisoindolin-1-one. I believe this compound will play a more active role in future production and life.

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

6326-79-0, These common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, 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: Isatins (1a-j, 3.0 g), hydrazine hydrate (80%, 13 mL) and water (13 mL) were added to a flask equipped with a thermometer with vigorous stirring. The reaction mixture was kept at 140 C in an oil bath for 6 h before being cooled to r.t., when hydrochloric acid (2.0 mol L-1) was added to bring the pH to pH 2. The reaction mixture was stirred at r.t. for 12 h. Compounds 2a-j were obtained by filtering under vacuum and recrystallisation from absolute ethanol.

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 6326-79-0.

Reference:
Article; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

6326-79-0, A common heterocyclic compound, 6326-79-0, name is 6-Bromoisatin, molecular formula is C8H4BrNO2, 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: Isatins I (3.0 mmol) was dissolved in anhydrous DMF (15 mL), and the resultant solution was cooled to 0 C (ice bath), whereupon sodium hydride (60% dispersion in mineral oil, 140mg, 3.5 mmol, 1.17 equiv) was added in one portion and stirred for 5 minutes. Iodomethane (497 mg, 3.5 mmol, 1.17 equiv) or benzyl bromide (564.3 mg, 3.3 mmol, 1.1 equiv) was added and the reaction was stirred at 0 C for 30min. The reaction was monitored by TLC until I was fully consumed. The reaction mixture was then poured into saturated aqueous NH4Cl and extracted with ethyl acetate. The combined organic portions were washed with water and brine, dried (MgSO4), filtered, and concentrated to give N-methyl isatins and N-benzyl isatins II (90%-100% yield).

The synthetic route of 6326-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Jin-Yan; Wang, Hui; Yang, Yan-Li; Shen, Shou-Jie; Chen, Jian-Xin; Tetrahedron Letters; vol. 58; 27; (2017); p. 2636 – 2639;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

3335-98-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3335-98-6 name is 1-Phenyloxindole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of isatins (1, 1.0 mmol), indolin-2-ones (2, 1.0 mmol) and ZrCl4 (23 mg, 0.1 mmol) was heated in anhydrous ethanol (5 mL) under reflux. After the disappearance of the reactants (8-12 h, monitored by TLC), the mixture was slowly cooled to room temperature. The red solids precipitated and were collected by filtration, then washed by a small amount of anhydrous ethanol to deliver pure compounds 3.

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; Liu, Meilin; Qiu, Shaozhong; Ye, Yu; Yin, Guodong; Tetrahedron Letters; vol. 57; 52; (2016); p. 5856 – 5858;,
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 181140-34-1 as follows. 181140-34-1

To a solution of 2-[(2f?)-2-oxiranylmethyl]-1 H-isoindole-1 ,3(2H)-dione (2.Og, 10.0 mmol) in isopropyl alcohol (40 ml_) were added 2-chloro-4-fluorobenzenesulfonamide (2.51 g, 12.0 mmol) and pyridine (0.16 g, 2.0 mmol). The reaction mixture was refluxed for overnight. Solvent was removed and residue was purified by flash column chromatography on silica gel (Biotage, 0.5%-2% MeOH/CH2CI2) to provide the title compound (2.64 g, 55.0%).

According to the analysis of related databases, 181140-34-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/29210; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2436-29-5, The chemical industry reduces the impact on the environment during synthesis 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, I believe this compound will play a more active role in future production and life.

Aldehyde 9 (6.54 g, 32.2 mmol) was dissolved in propan-2-ol (60 ml). 37% aq.formaldehyde (2.64 ml, 35.4 mmol), pyrrolidine (0.27 ml, 3.22 mmol) and propionic acid (0.24 ml, 3.22 mmol) were added and the reaction mixture was stirred at 45 C for 24 h. The reaction mixture was transferred to a separating funnel with sulfate buffer (100 ml) and extracted with EtOAc (3 ¡Á 40 ml). The combined organic phases were washed with NaHCO3 (100 ml), and brine (100 ml), dried (Na2SO4), filtered and concentrated in vacuo to give alkene 12 (3.78 g, 55%) as a white amorphous powderthat required no further purification.

The chemical industry reduces the impact on the environment during synthesis 3-(1,3-Dioxoisoindolin-2-yl)propanal. I believe this compound will play a more active role in future production and life.

Reference:
Article; Domeyer, Svenja; Bjerregaard, Mark; Johansson, Henrik; Pedersen, Daniel Sejer; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 644 – 647;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 480-91-1, name is Isoindolin-1-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. 480-91-1

To a solution of 2,3-dihydroisoindole-1-one (5 g, 38 mmol) in concentrated sulfuric acid (100 ml) at 0 C., KNO3 was added portionwise whilst maintaining the temperature at 0 C. The reaction was gradually allowed to warm to room temperature and was stirred overnight. The reaction mixture was poured into ice and the resulting precipitate was filtered off and dried to give title compound as a yellow solid (4.7 g, 70%). 1H NMR (360 MHz, d6 DMSO) ? 8.96 (1H, s), 8.45 (1H, dd, J=8.3 Hz, 2.2 Hz), 8.34 (1H, d, J=2 Hz), 7.87 (1H, d, J=8.3 Hz), 4.54 (2H, s). m/z (ES+) 179 (M+).

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 480-91-1.

Reference:
Patent; Boase, Amanda Louise; Ladduwahetty, Tamara; MacLeod, Angus Murray; Merchant, Kevin John; US2004/58970; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem