Month: August 2021

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. 60434-13-1, name is 5-Chloro-1-methylindoline-2,3-dione, A new synthetic method of this compound is introduced below., Computed Properties of C9H6ClNO2

General procedure: A mixture of aminorhodanine (1 mmol), isatin (1 mmol) and 5 muL of acetic acid in 2mL of distilled ethanol was placed in a cylindrical quartz reactor (Phi = 4 cm). The reactor was introducedinto a monomode microwave (Anton Paar) apparatus, for 5 min at100 C and 50 Watts. The crude reaction mixture was allowed tocool down at room temperature and ethanol (10 mL) or mixture of H2O/EtOH (10 mL) was directly added in the cylindrical quartzreactor. The resulting precipitated product was filtered off and waspurified by recrystallization from ethanol if necessary.

The synthetic route of 60434-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khaldoun, Khadidja; Safer, Abdelmounaim; Boukabcha, Nourdine; Dege, Necmi; Ruchaud, Sandrine; Souab, Mohamed; Bach, Stephane; Chouaih, Abdelkader; Saidi-Besbes, Salima; Journal of Molecular Structure; vol. 1192; (2019); p. 82 – 90;,
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Reference of 6326-79-0, 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. 6326-79-0, name is 6-Bromoisatin, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 1-Methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-indol-2-one (R7) Step 1: Synthesis of Intermediate I-4.1 [0293] To R12 (25.0 g, 111 mmol) in acetonitrile (750 mL) is added MeI (15 mL, 241 mmol) and K2CO3 (60.0 g, 434 mmol) and the reaction mixture is stirred at 60 C. for 2 h. The reaction mixture is filtered and concentrated. Water and ethyl acetate are added to the residue. The organic layer is extracted twice with water, dried over MgSO4 and concentrated. Yield 56%, m/z 240/242 [M+H]+, rt 0.48 min, LC-MS Method X001-004.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRUNDL, Marc; MORSCHHAEUSER, Gerd; OOST, Thorsten; PAUTSCH, Alexander; US2014/275114; (2014); A1;,
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Electric Literature of 32692-19-6, 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. 32692-19-6, name is 5-Nitroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: We described the synthesis of the compound 1 (Table 2) to illustrate the general procedure for TFA accelerated Petasis three-component reaction. The descriptions of the preparations of all reported compounds are in the Supporting information section. To a magnetically stirred mixture of 5-nitroindoline (0.164 g, 1.0 mmol), 4-tolyboronic acid (0.135 g, 1.0 mmol), and glyoxylic acid monohydrate (0.092 g, 1.0 mmol) in CH2Cl2 (5 ml) was added TFA (20 mul). The mixture was stirred at room temperature for 4 h. After the completion of the reaction (TLC monitoring), half of the solvent was evaporated by means of a rotovap. The resulting solid was filtered through a sintered glass funnel. The collected solid was thoroughly washed with petroleum ether and a small amount of ice water (5 ml), and then dried in vacuo at room temperature for 24 h to afford 0.26 g (83.3 %) of 2-(5-nitroindolin-1-yl)-2-(p-tolyl) acetic acid as a light yellow solid.

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

Reference:
Article; Zhang, Jing; Yun, Fan; Xie, Rui; Cheng, Chunhui; Chen, Guangyao; Li, Jingxuan; Tang, Pingwah; Yuan, Qipeng; Tetrahedron Letters; vol. 57; 35; (2016); p. 3916 – 3919;,
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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. 150560-58-0, name is 5-Isopropylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H11NO2

General procedure: A mixture of PPh3 (1.1 eq), isatin or 5-nitro-isatin (1.0 eq), andsubstituted 2-bromoacetate (1.1 eq) was heated at 80 C, then morpholine (1.1 eq) was added. After the reaction completion and cooling to the room temperature, the mixture was diluted with water, extracted with CH2Cl2, and the organic phase was dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by chromatography using Petroleum ether/Ethyl acetate to give the target compounds.

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 150560-58-0.

Reference:
Article; Song, Zhuang; Chen, Cai-Ping; Liu, Jun; Wen, Xiaoan; Sun, Hongbin; Yuan, Haoliang; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 809 – 819;,
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Adding a certain compound to certain chemical reactions, such as: 675109-45-2, name is 6-Amino-2,3-dihydro-1H-isoindol-1-one, 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 675109-45-2, Recommanded Product: 6-Amino-2,3-dihydro-1H-isoindol-1-one

General procedure: Isoindolin-1-one (200 mg, 1.50mmol) was dissolved in super-dry DMSO (4 mL), and Cs2CO3 (1215 mg, 3.75 mmol), CuI (58 mg, 0.30mmol) and N1,N2-dimethylethane-1,2-diamine (27 mg, 33 muL, 0.30 mmol) were added to the solution.The resulting mixture was stirred at room temperature for 10 min, after which iodobenzene (2.25mmol) was added. Then the mixture was heated to 120 C. When TLC showed that isoindolin-1-onehad been fully converted, the reaction was stopped. The mixture was extracted with ethyl acetate (20mL) and H2O (10 mL). The water phase was re-extracted with ethyl acetate (20 mL). The organic layerwas combined and washed with brine (10 mL). Then the solution was dried over anhydrous MgSO4,filtered and concentrated, and the crude residue was purified by flash chromatography over silica gelusing CH2Cl2/CH3OH as the gradient elution to afford the title compounds.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Amino-2,3-dihydro-1H-isoindol-1-one, and friends who are interested can also refer to it.

Reference:
Article; Wang, Yixuan; Wang, Huiqiang; Jiang, Xinbei; Jiang, Zhi; Guo, Tingting; Ji, Xingyue; Li, Yanping; Li, Yuhuan; Li, Zhuorong; Molecules; vol. 24; 5; (2019);,
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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. 59-48-3, name is Indolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

5-Nitro-2-Oxindole 2-Oxindole (6.5 g) was dissolved in 25 mL concentrated sulfuric acid and the mixture maintained at -10 to -15 C. while 2.1 mL of fuming nitric acid was added dropwise. After the addition of the nitric acid the reaction mixture was stirred at 0 C. for 0.5 hr and poured into ice-water. The precipitate was collected by filtration, washed with water and crystallized from 50% acetic acid. The crystalline product was then filtered, washed with water and dried under vacuum to give 6.3 g (70%) of 5-nitro-2-oxindole.

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 59-48-3.

Reference:
Patent; Sugen. Inc.; US2003/100555; (2003); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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 2058-72-2, SDS of cas: 2058-72-2

A mixture of 5-methoxy-N-methylisatin 1b (0.17g, 0.90mmol) and tryptamine (2) (0.16g, 1.00mmol) in EtOH (5mL) in the presence of glacial acetic acid (0.2mL) and 4A molecular seive were stirred at room temperature for 24h. The reaction mixture was filtered and washed with EtOH. The filtrate was concentrated and the residue was purified by column chromatography on silica gel using hexane:EtOAc (2:1) as an eluent to give spiro 3b (0.26g, 87%) as beige solid; m.p. 243-245C (lit. [25] 255-256C); 1H NMR (300MHz, CDCl3) delta 2.98 (t, J=5.7Hz, 2H, CH2), 3.25 (s, 3H, CH3), 3.34 (dt, J=5.4, 13.2Hz, 1H, CH2), 3.72 (s, 3H, OCH3), 3.88 (dt, J=6.3, 13.2Hz, 1H, CH2), 6.81-6.91 (m, 3H, ArH), 7.08-7.19 (m, 3H, ArH), 7.29 (br s, 1H, NH), 7.57 (d, J=5.9Hz, 1H, ArH); 13C NMR (75MHz, CDCl3) delta 22.0, 26.6, 40.0, 55.9, 62.0, 109.4, 111.2, 111.6, 111.9, 114.7, 118.4, 119.4, 122.3, 127.0, 129.9, 132.7, 136.4, 136.9, 156.6, 176.7.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-1-methylindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Rattanopas, Sopita; Piyanuch, Pornthip; Wisansin, Kawintip; Charoenpanich, Adisri; Sirirak, Jitnapa; Phutdhawong, Waya; Wanichacheva, Nantanit; Journal of Photochemistry and Photobiology A: Chemistry; vol. 377; (2019); p. 138 – 148;,
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Indoline | C8H9N – PubChem

20780-72-7, name is 4-Bromoisatin, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 4-Bromoisatin

General procedure: To a stirred solution of N-Boc-3-pyrrolin-2-one (1, 36.6 mg, 0.20 mmol), K2CO3 (2.8 mg, 0.020 mmol,20 mol percent) in water (2.0 mL), was added isatin (2a, 14.7 mg, 0.10 mmol) at room temperature. Thereaction mixture was stirred for 4 h (monitored by TLC). The reaction mixture was then extracted withethyl acetate (3 x 5 mL). The combined organic layers were dried with Na2SO4 and the solvent wasthen evaporated under reduced pressure. The crude reaction mixture thus obtained was purified bysilica gel using flash column chromatography (40:60 hexane/AcOEt) to give the MBH product 4a(31.0 mg, 94percent yield)

The synthetic route of 20780-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ramireddy, Naresh; Zhao, John C.-G.; Tetrahedron Letters; vol. 55; 3; (2014); p. 706 – 709;,
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Indoline | C8H9N – PubChem

Related Products of 17702-83-9, 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. 17702-83-9 name is 2-(8-Bromooctyl)isoindoline-1,3-dione, 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.

A mixture of 2-(8-bromodecyl)isoindoline-1 ,3-dione (0.91 g, 2.70 mmol) and tris(4- methoxyphenyl)phosphine (1 g, 2.84 mmol) in MeCN (10 mL) was heated at 70 °C overnight. On cooling the solvent was removed in vacuo and the resulting residue purified by column chromatography eluting with 10percent MeOH in DCM to give [8-(1 ,3-dioxo-2,3-dihydro-1 H- isoindol-2-yl)octyl]tris(4-methoxyphenyl)phosphonium bromide (1.56 g, 82percent) as a white foam. [00283] 1 H NMR (Method A) (DMSO-d6): delta (delta) ppm 7.88-7.81 (4H, m), 7.65 (6H, m), 7.28 (6H, m), 3.88 (9H, s), 3.54 (2H, t), 3.31 (2H, m), 1.61 -1 .36 (6H, m), 1.23 (6H, m); 31 P NMR (162 MHz, DMSO-de): delta (delta) ppm +21 .7 ppm; LC-MS (Method G) 610 [M]+; RT 2.13 min

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(8-Bromooctyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; NOVINTUM BIOTECHNOLOGY GMBH; SPAREY, Tim; RATCLIFFE, Andrew; STEVENSON, Brett; LAGASSE, Franz; COCHRANE, Edward; FROIDBISE, Alexandre; LASSALLE, Gilbert; (120 pag.)WO2018/193126; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 1127-59-9, These common heterocyclic compound, 1127-59-9, name is 7-Methylindoline-2,3-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: 0.31 g (1.1 mmol) of 3,5-di-tert-butyl-4-hydroxybenzyl acetate 14 and 0.03 mL of triethyl-amine were added to a continuously stirred solution of the isatin derivative 1?13 (1 mmol) in DMF. The reaction was performed at 70°, completion of the reaction of the reactants was determined by TLC. After cooling to ambient, the reaction mixture was poured into a brine. The obtained precipitate was filtered off, washed with water, and dried in vacuum (12 mmHg).

The synthetic route of 1127-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bogdanov; Zaripova; Voloshina; Strobykina; Kulik; Bukharov; Mironov; Russian Journal of General Chemistry; vol. 88; 1; (2018); p. 57 – 67; Zh. Obshch. Khim.; vol. 88; 1; (2018); p. 61 – 71,11;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem