Indolines-derivatives

Related Products of 56341-37-8, A common heterocyclic compound, 56341-37-8, name is 6-Chlorooxindole, molecular formula is C8H6ClNO, 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: To the 3-subtitutedphenyl-1H-pyrazole-5-carbaldehydes 11(a-d) prepared in the above step was added corresponding substituted oxindoles and catalytic amount of piperdine (1.0ml) in ethanol. Heated the reaction mixture to reflux for 4h at 85C. The solid compounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying the final compounds (Z)-3-((3-phenyl-1H-pyrazol-5-yl)methylene)indolin-2-one analogs 12(a-u) were obtained as pure solids (yield 75-80%).

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; Kamal, Ahmed; Shaik, Anver Basha; Jain, Nishant; Kishor, Chandan; Nagabhushana, Ananthamurthy; Supriya, Bhukya; Bharath Kumar; Chourasiya, Sumit S.; Suresh, Yerramsetty; Mishra, Rakesh K.; Addlagatta, Anthony; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 501 – 513;,
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Electric Literature of 100510-64-3, The chemical industry reduces the impact on the environment during synthesis 100510-64-3, name is 3,3-Dimethyl-6-nitroindolin-2-one, I believe this compound will play a more active role in future production and life.

Compound 22 (10.0 g, 0.19 mol) was dissolved in ethanol (700 mL) and dichloromethane (150 mL), concentrated hydrochloric acid (10 mL), palladium on carbon (10%, 400 mg), and hydrogen balloon were replaced 3 times. Stir at room temperature overnight. The palladium carbon was filtered off, and the filtrate was concentrated under reduced pressure. The residue was added with methyl tert-butyl ether, filtered, and dried in vacuo to obtain a yellow solid compound 23 (9.0 g, yield 87.3%).

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, 3,3-Dimethyl-6-nitroindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Ruiming Drug Discovery Co., Ltd.; Zhang Fei; Feng Zixia; (33 pag.)CN110950868; (2020); A;,
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Adding a certain compound to certain chemical reactions, such as: 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-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 118289-55-7, Recommanded Product: 118289-55-7

A process for the preparation of ziprasidone comprising the steps of: (a) mixing 5-(2-chloroethyl)-6-chloro-1,3-dihydroindole-2(2H)-one with either a free base or salt form of 1,2-benzisothiazole-3-piperazinyl in the presence of a base and an organic solvent,(b) heating the mixture obtained in step (a) and stirring for a sufficient amount of time to obtain ziprasidone formation,(c) cooling the mixture obtained in step (b) and adding water, and(d) isolating crude ziprasidone.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; INKE, S.A.; EP1975169; (2008); A1;,
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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. 85342-65-0, name is 4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Formula: C8HCl4NO3

General procedure: A screw-capped culture tube with a stir bar was charged with alkyl carboxylic acid (0.2 mmol), /V-hydroxyphthalimide or tetrachloro-/V-hydroxyphthalimide (0.2 mmol, 1 .0 equiv) and Lambda/,Lambda/’-dicyclohexylcarbodiimide (0.2 mmol, 1 .0 equiv). The tube was then evacuated and backfilled with argon for three times. CH2CI2 (2.0 mL) was added and the resulting mixture was stirred at room temperature for 2 h before the volatiles were removed in vacuo. MgBr2 – OEt2 (77 mg, 0.3 mmol, 1 .5 equiv) was added. The tube was evacuated and backfilled with argon for three times. Suspension A (0.8 mL, NiCI2 – 6H20 (10 mol%)/L1 (13 mol%) in THF) or suspension C (0.8 mL, NiCI2 – 6H20 (10 mol%)/L2 (13 mol%) was added. The mixture was stirred vigorously at room temperature for 15 min (or until no granular MgBr2 OEt2 was observed) and was subsequently cooled to 0 C before a suspension of [B2pin2Me]Li in THF (1 .1 mL) was added in one portion (note: do not add it dropwise). After being strred for 1 h, the reaction was warmed to room temperature and stirred for another 1 h. The reaction mixture was then quenched with 0.1 N HCI (10 mL) and extracted with Et20 (5 mLx2). The combined organic layers were dried over Na2S04, concentrated in vacuo and purified by column chromatography to give the desired product.

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:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BARAN, Phil; LI, Chao; WANG, Jie; CHATTERJEE, Arnab, Kumar; KUMAR, Manoj; YU, Shan; JOHNSON, Kristen, Ann; QIN, Tian; SHANG, Ming; (167 pag.)WO2018/175173; (2018); A1;,
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Application of 1127-59-9, A common heterocyclic compound, 1127-59-9, name is 7-Methylindoline-2,3-dione, molecular formula is C9H7NO2, 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 solution of potassium hydroxide (11.8 g, 211 mmol, 5 eq) in water (80 mL) was added 7-methylindoline-2,3-dione (6.8 g, 42.2 mmol, 1 eq) in ethanol (100 mL). The mixture was stirred at 76° C. then acetone (50 mL) was added. The mixture was heated to 76° C. for 3 days. Acetone and ethanol were removed under reduced pressure. Impurities were removed by extraction with dichloromethane. Aqueous layer was lyophilized to give 2,8-dimethylquinoline-4-carboxylic acid as a brown solid (7.05 g, 83percent).

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

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; OUVRY, Gilles; HARRIS, Craig Steven; BHURRUTH-ALCOR, Yushma; (65 pag.)US2017/247353; (2017); A1;,
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Synthetic Route of 1029691-06-2, 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. 1029691-06-2, name is 2-(3-Oxocyclopentyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 2(R,S)-2-(7-Bromo-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl)-isoindole-1,3-dione In a 5 L flask is mixed (R,S)-2-(3-oxo-cyclopentyl)-isoindole-1,3-dione (295.3 g, 1.29 mol), 4-bromophenyl hydrazine-HCl (287.9 g, 1.29 mol) and glacial acetic acid (3 L) with mechanical stirring. The reaction is refluxed for 5 h, and then cooled to room temperature. The reaction is poured into water (4 L) with rapid stirring. The solid is collected by vacuum filtration, washed with water (4 L), and air-dried for 30 min. The solid is slurried with MeOH (700 mL), collected by vacuum filtration and rinsed with MeOH (100 mL). The gray solid is air dried for 2 h, then dried overnight in a 50 C. vacuum oven to obtain 414.67 g (84%) of the title compound as a dark solid. ES/MS m/z (79Br/81Br) 381/383 [M+H]+.

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

Reference:
Patent; ELI LILLY AND COMPANY; US2011/118326; (2011); A1;,
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6941-75-9, name is 5-Bromoisoindoline-1,3-dione, 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. Computed Properties of C8H4BrNO2

5-bromoisoindoline-1,3-dione (2.73 g, 12.1 mmol)Was suspended in tetrahydrofuran (20 mL)To this was added borane-tetrahydrofuran (1 M, 48 mL).The reaction was refluxed overnight and cooled to 0 C,Followed by methanol (30 mL),2M hydrochloric acid (30 mL).The mixture was refluxed for 2 hours,Cooled to room temperature and concentrated under reduced pressure.The residue was partitioned between dichloromethane(50 mL) and water (50 mL). The separated aqueous phase was washed with dichloromethane (50 mL x 2) and adjusted to pH with 1 M sodium hydroxide solutionTo 11 and extraction with dichloromethane (80 mL x 4). The combined organic phases were dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure,The crude product was obtained as a dark brown oil (1.3 g, 54%),The product was purified and used directly in the next step.

The synthetic route of 6941-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Ruyong; Wang Liang; (112 pag.)CN104016979; (2017); B;,
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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. 7477-63-6, name is 7-Chloroisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 7-Chloroisatin

General procedure: A mixture of 5-chloroisatin (1.81 mg,10 mmol), 1-bromobutane (2 mL, 18 mmol) and cesium carbonate (13.03 g, 40 mmol) in dimethylformamide (100 mL) was stirred at room temperature overnight. After extraction with ethyl acetate, the organic layer was washed with hydrochloric acid (0.4 N) and water, dried over MgSO4 and concentrated under vacuum, giving a residue that was washed with a mixture of heptane?ethyl acetate to afford 1-butyl-5-chloroindoline-2,3-dione (2a, 2.13 g, 90percent) as a red solid. The same procedure was used to prepare 2b?d.

The synthetic route of 7477-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, Sanapalli Subba; Pallela, Ramjee; Kim, Dong-Min; Won, Mi-Sook; Shim, Yoon-Bo; Chemical and Pharmaceutical Bulletin; vol. 61; 11; (2013); p. 1105 – 1113;,
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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. 24566-79-8, name is N-(6-Bromohexyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 24566-79-8

[0691] Step 2: Synthesis of S-(6-(1,3-dioxoisoindolin-2-yl)hexyl) ethanethioate (4-i) To a stirred solution of compound 3-i (6.39 g, 20.3 mol) in DMF (60 mL) was added potassium thioacetate (2.78 g, 34.3 mmol) portion wise and stirred for 20 min at room temperature. After complete addition, the reaction mixture was stirred at room temperature for 30 min. Reaction progress was monitored by TLC; after completion the reaction mixture was quenched with ice-cold water (250 mL) and stirred for 1 h. The resultant precipitated was filtered, washed with water (100 mL) and dried in vacuo to afford 4-i as an off-white solid (5.8 g, 93.5%). LCMS: 306.20 (M+1).

The synthetic route of 24566-79-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; LADNER, Robert D.; (345 pag.)WO2018/128720; (2018); A1;,
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Application of 20870-79-5, 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. 20870-79-5, name is 5-Nitroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

Di-tert-butyl dicarbonate (54.6 g, 0.25 mol) and sodium hydrogen carbonate (75.6 g, 0.90 mol) were added to a solution of 5-nitroindolin-2-one (17.8 g, 0.10 mol) in 1500 mE THF at room temperature in a nitrogen atmosphere and were stirred for 67 h. The mixture was then stirred for a further 50 h at 50 C., and the reaction solution was then filtered. The filtrate was evaporated until dry, and water was rubbed into the residue, which was then sucked away again and rinsed again with watet Afier the drying in a vacuum, tert-butyl 5-nitro-2-oxo-indolin-1 -carboxylate in the form of a light-brown powder was obtained (20.8 g, 75%). ?RNMR (300 MHz, d6-DMSO): oe=1.61 (s, 9R,tHu), 3.87 (s, 2R, H2), 7.89 (d, 1R, H7), 8.20 (s, 1R, H4),8.25 (d, 1R, H6). ?3C NMR (100 MHz, DMSO): 28.0 (CR3), 36.3(C2), 84.8 (C(CH3)), 114.9 (C7), 120.1 (C4), 124.4 (C6),126.5 (C9), 143.8 (C5), 146.6 (C8), 148.8 (C=O), 177.0(C2).

The chemical industry reduces the impact on the environment during synthesis 5-Nitroindolin-2-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Henkel AG & Co. KGaA; Gebert-Schwarzwaelder, Antje; Giesa, Helmut; Schoenebeck, Jan-Michael; (23 pag.)US2017/165166; (2017); A1;,
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