Tag: M.W=100-200

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. 6341-92-0, name is 6-Chloroisatin, A new synthetic method of this compound is introduced below., category: indolines-derivatives

D. 6-Chloro-2-oxindole Reaction of 36.2 g of 6-chloroisatin with hydrazine hydrate followed by sodium ethoxide in ethanol, substantially according to C above, afforded 14.2 g of 6-chloro-2-oxindole, mp 196-198 C.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms. In my other articles, you can also check out more blogs about 6341-92-0.

Reference:
Patent; Pfizer Inc.; US4721712; (1988); A;,
Indoline – Wikipedia,
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Related Products of 13220-46-7, Chemistry built the modern world, from the materials that make up the everyday objects around us, the batteries in our devices and cleaning products that help to maintain sanitation.

4-Methyl-oxindole was condensed with 3-(2-formyl-1,4,5,6,7,8-hexahydro-cyclohepta[b]pyrrol-3-yl)-propionic acid and piperidine in ethanol to give the title compound. MS (m/z) 365 [M+1].

In the meantime we’ve collected together some recent articles in this area about 13220-46-7 to whet your appetite. Happy reading!

Reference:
Patent; SUGEN, Inc.; US2004/186160; (2004); A1;,
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Reference of 6872-06-6, Modeling chemical reactions helps engineers virtually understand the chemistry, optimal size and design of the system, and how it interacts with other physics that may come into play.

Under the protection of anhydrous oxygen-free and inert gas, 0.01161 g (1.14×10-5 mol) {L1La[N(SiMe3)2]}2 was added to the reaction flask, and then 148 muL (1.14×10-3 mol) 2- Methyl porphyrin was added to 1.41 mL of tetrahydrofuran and stirred at room temperature for 0.5 hour. Further, 0.34 mL (3.40 x 10-3 mol) of benzaldehyde was added, and after the reaction was stirred for 3 hours, the reaction was completed.Pour the reaction solution into an eggplant-shaped bottle, add a small amount of ethyl acetate to the reaction flask and wash it three times, still pour into the eggplant-shaped bottle.Add appropriate amount of silica gel, spin dry, and then load on the packed column of silica gel.The column was passed through a suitable eluent (ethyl acetate: petroleum ether = 1: 6) to afford product, yield 75%.

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Reference:
Patent; Soochow University (Suzhou); Zhao Bei; Xiao Yang; Lu Chengrong; (18 pag.)CN104817583; (2019); B;,
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317-20-4,You could be based in a pharmaceutical company, working on developing and trialing new drugs; or in a public-sector research center, helping to ensure national healthcare provision keeps pace with new discoveries.

Step 1a: Preparation of 7-fluoro-1-methyl-1H-indole-2,3-dione (6) 7-Fluoro-1H-indole-2,3-dione (5, prepared according to the method of Gassman as described in U.S. Pat. No. 4,188,325, 3.00 g, 0.182 mol), iodomethane (3.40 ml, 0.545 mol) and potassium carbonate (4.92 g, 0.0363 mol) in DMF (15 ml) are stirred at room temperature for 1 hour. The reaction mixture is diluted with cold water and the resulting precipitate filtered and dried to give the title compound as a solid. HPLC r.t. 4.01 min; MS for C9H6FNO2 m/z 180.0 (M+H)+.

Keep reading other articles of 7-Fluoroisatin! Don’t worry, you don’t need a PhD in chemistry to understand the explanations! I believe this compound will play a more active role in future production and life.

Reference:
Patent; Josyula, Vara Prasad Venkata Nagendra; Gordeev, Mikhail; Luehr, Gary; US2006/229349; (2006); A1;,
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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. 6344-05-4, name is 4-Chloroisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. 6344-05-4

80 kg of 2- [4- (1,3-dioxo-2-isoindolinol] phenylbutyric acid prepared in the method of Example 1 and 480 L of acetic acid were charged into a reaction vessel, and stirring was started. A mixture of 64 kg Zinc powder into the reaction tank, atmospheric pressure into the hydrogen chloride gas,The reaction temperature was controlled at 82 C, the reaction started, the reaction time was 1 hour, the reaction liquid all clear. Filter, wash the residue with acetic acid, The filtrate and washings were combined, the solvent was removed under reduced pressure, the residue was poured into appropriate amount of water, stirred and adjusted to pH 5.5-6.5 by ammonia water, dried and centrifuged to give 72.3 kg of indobufen crude product with a yield of 94.7% and a purity of 98.0%

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 6344-05-4.

Reference:
Patent; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Cao Dongsheng; Han Tao; Zhou Hanjun; Yu Rui; (8 pag.)CN106631974; (2017); A;,
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Electric Literature of 480-91-1,When developing chemical systems it’s of course important to gain a deep understanding of the chemical reaction process.

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.

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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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These common heterocyclic compound, 2058-74-4, name is 1-Methylisatin, 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. Synthetic Route of 2058-74-4

General procedure: The dicationic ionic liquid 10 (27.03 mg, 10 mol %), was added to a mixture of 1,3-dicarbonyl (1 mmol), isatin (1 mmol), malononitrile (1 mmol), and K2CO3 (13.8 mg, 10 mol %) in water (3 mL). The reaction mixture was stirred at reflux for the appropriate time. After reaction completion (TLC), the reaction mixture was cooled to room temperature and filtered. The filtrate was washed with cool ethanol (3 × 5 mL) to obtain the corresponding 4H-pyran. The crude products were purified by recrystallization from ethanol (95%). To recover 10, the ethanol/water phase was evaporated under reduced pressure and the crude was washed with ethyl acetate (3 × 5 mL) and air dried.

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Reference:
Article; Niknam, Khodabakhsh; Khataminejad, Mohsen; Zeyaei, Fariba; Tetrahedron Letters; vol. 57; 3; (2016); p. 361 – 365;,
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HPLC of Formula: C8H6ClNO, The chemical industry reduces the impact on the environment during synthesis 17630-75-0, name is 5-Chloro-2-oxindole, I believe this compound will play a more active role in future production and life.

7-Bromo-5-Chloro-2-Oxindole 5-Chloro-2-oxindole (16.8 g) and 19.6 g of N-bromosuccinimide were suspended in 140 mL of acetonitrile and refluxed for 3 hours. Thin layer chromatography (silica, ethyl acetate) at 2 hours of reflux showed 5-chloro-2-oxindole or N-bromosuccinimide (Rf 0.8), product (Rf 0.85) and a second product (Rf 0.9) whose proportions did not change after another hour of reflux. The mixture was cooled to 10 C., the precipitate was collected by vacuum filtration, washed with 25 mL of ethanol and sucked dry for 20 minutes in the funnel to give 14.1 g of wet product (56% yield). The solid was suspended in 200 mL of denatured ethanol and slurry-washed by stirring and refluxing for 10 minutes. The mixture was cooled in an ice bath to 10 C. The solid product was collected by vacuum filtration, washed with 25 mL of ethanol and dried under vacuum at 40 C. to give 12.7 g (51% yield) of 7-bromo-5-chloro-2-oxindole.

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Reference:
Patent; Sugen. Inc.; US2003/100555; (2003); A1;,
Indoline – Wikipedia,
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Electric Literature of 17564-64-6, Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas.

General procedure: The initial carbonyl compound (50 mmol) was dissolved/suspended in ethanol (50 mL) and magnetically stirred with thiosemicarbazide (50 mmol) and catalytic amounts of acetic acid for 8-24 h at room temperature. The obtained thiosemicarbazone was filtered, washed with appropriate solvent (n-hexane, petroleumether or diethyl ether) and dried under vacuum. The intermediate thiosemicarbazone (50 mmol) reacted with ethyl bromoacetate (50 mmol), in methanol (50 mL) and sodium acetate (50 mmol) at room temperature under magnetic stirring for 24 h. The resulting 4-thiazolidinone was poured on ice, filtered or extracted with chloroform (3 x 100 mL) and purified by column chromatography (SiO2, ethyl acetate/n-hexane). Then, the obtained thiazolidinone (50 mmol) was dissolved/suspended in 50 mL of anhydrous acetone in the presence of anhydrous potassium carbonate (50 mmol), and reacted with equimolar amounts of 4-nitrobenzyl bromide, 1-(chloromethyl)naphthalene and N-(chloromethyl)phthalimide for 24-48 h. The product was poured on ice, filtered or extracted with chloroform (3 x 50 mL) and purified by column chromatography (SiO2, ethyl acetate/n-hexane) in order to obtain the title compoundsin high yields. 7.1.55 2-((2-(2-(Pentan-2-ylidene)hydrazono)-4-oxothiazolidin-3-yl)methyl)isoindoline-1,3-dione (3C) White powder, mp 125-126 C, 84% yield; 1H NMR (400 MHz, CDCl3): delta 0.92-0.95 (t, 3H, CH3), 1.59-1.61 (m, 2H, CH2), 1.93 (s, 3H, CH3), 2.23-2.27 (t, 2H, CH2), 3.83 (s, 2H, CH2, thiazolidinone), 5.73 (s, 2H, ArCH2), 7.75-7.76 (m, 2H, Ar), 7.86-7.87 (m, 2H, Ar). 13C NMR (100 MHz, CDCl3): delta 13.8, 14.0, 17.5, 19.6, 19.8, 22.9, 32.2, 34.1, 40.6, 45.0, 45.1, 123.6, 131.7, 134.3, 158.0, 166.7, 170.0, 171.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Chloromethyl)isoindoline-1,3-dione, its application will become more common.

Reference:
Article; De Monte, Celeste; Carradori, Simone; Bizzarri, Bruna; Bolasco, Adriana; Caprara, Federica; Mollica, Adriano; Rivanera, Daniela; Mari, Emanuela; Zicari, Alessandra; Akdemir, Atilla; Secci, Daniela; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 82 – 96;,
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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., Application In Synthesis of 2-Allylisoindoline-1,3-dione

General procedure: A magnetically stirred solution of N-allylphthalimide 4 (1 equiv) and a xanthate 3 (2-4 equiv) in 1,2-dichloroethane (2-4 mL/mmol of N-allylphthalimide) was heated at reflux for 15 min. DLP (3-5 mol percent) was added and additional DLP (5 mol percent) was added per hour until complete consumption of 4. The mixture was allowed to cool to room temperature and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel to yield the desired product 5.#10;

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

Reference:
Article; Kakaei, Saeed; Chen, Ning; Xu, Jiaxi; Tetrahedron; vol. 69; 1; (2013); p. 302 – 309;,
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