Indolines-derivatives

102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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. Recommanded Product: 102359-00-2

Prepared from 2-oxoindoline-5-carboxylic acid (500.0 mg, 2.87 mmol), conc. HCl (1.0 mL), AcOH (6.0 mL) and 3,5-dichloro-4-hydroxybenzaldehyde (536.7 mg, 2.87 mmol), 95 oC, 16 h. Yield = 640.0 mg, 65% (E/Z mixture). Major isomer: 1H NMR (DMSO-d6, 400 MHz) delta 10.9 (s, 1H), 8.2 (s, 1H), 7.88 (d, J = 1.7, 8.4 Hz), 7.80 (s, 2H), 7.57 (s, 1H), 6.97 (s, 8.0 Hz, 1H); MS (ES) m/z 384.0 [M+H]+ LCMS RT = 0.83 min (1 min method).

The synthetic route of 102359-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dumas, Megan E.; Chen, Geng-Yuan; Kendrick, Nicole D.; Xu, George; Larsen, Scott D.; Jana, Somnath; Waterson, Alex G.; Bauer, Joshua A.; Hancock, William; Sulikowski, Gary A.; Ohi, Ryoma; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 148 – 154;,
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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. Computed Properties of C8H4ClNO2

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 °C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

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

Reference:
Article; Wang, Zhansheng; Gao, Lingli; Xu, Zhongyun; Ling, Zhi; Qin, Yaqi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 73; 4; (2017); p. 385 – 394;,
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Adding a certain compound to certain chemical reactions, such as: 7699-18-5, name is 5-Methoxyindolin-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 7699-18-5, Product Details of 7699-18-5

General procedure: A mixture of 2a-j (1.50 mmol) and 5 (1.50 mmol) in ethanol (10 mL) was treated with a catalytic amount of piperidine. The reaction mixture was stirred under reflux until complete consumption of the substituted indolin-2-ones was observed by TLC. After cooling, the precipitate was filtered, recrystallised from absolute ethanol and dried in air to furnish pure (E)-3-(benzothiazol-2-ylmethylene)indolin-2-ones 6a-j.

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:
Article; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
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Application of 603-62-3, 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. 603-62-3, name is 3-Nitrophthalimide, This compound has unique chemical properties. The synthetic route is as follows.

160 ml of 80 wt% aqueous solution of hydrazine hydrate was added to the three-necked flask, heated to reflux (110 C), refluxed for 3 hours, and the plate confirms that 3-nitrophthalimide has been consumed completely and cooled To room temperature, To obtain a mixed product B containing 3-nitrophthalhydrazide

The chemical industry reduces the impact on the environment during synthesis 3-Nitrophthalimide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wuhan Desheng Biochemical Technology Co., Ltd.; Wang Zhongxi; Wang Anqi; Xiong Fei; Liu Jie; (8 pag.)CN106810501; (2017); A;,
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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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-1-methylindoline-2,3-dione

General procedure: N-substituted isatin (3a-g) (0.9 mmol) and tryptamine (4) (1 mmol) in EtOH (5mL) in the presence of (0.2 mL) glacial acetic acid and 4 A molecular sieve were stirred at RT for 24 hours. The precipitate was removed by filtration and the filtrate was concentrated and purified by column chromatography (silica gel, hexane/EtOAc (2:1) to give compounds 5a-g.

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 2058-72-2.

Reference:
Article; Phutdhawong, Weerachai; Rattanopas, Sopita; Sirirak, Jitnapa; Taechowisan, Thongchai; Phutdhawong, Waya S.; Oriental Journal of Chemistry; vol. 35; 2; (2019); p. 723 – 731;,
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Some common heterocyclic compound, 603-62-3, name is 3-Nitrophthalimide, molecular formula is C8H4N2O4, 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. name: 3-Nitrophthalimide

3-Nitrophthalimide (5 g) and hydroxylamine sulfate powder (11 g) were sequentially added to isopropanol (90 mL).Stir the reaction mixture.A solution of potassium hydroxide (6 g) in water (5 ml) was added in one portion.Get a red liquid.The temperature of the reaction solution was slowly raised to 40 C, the solution was stirred for 30 minutes, filtered,Recrystallization twice with water, dried at 80 to give 1.4g yellow needle crystal,After vacuum drying at 120 C, 1.12 g (24% yield) of yellow powder was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 603-62-3, its application will become more common.

Reference:
Patent; Shanghai Zaiqi Biological Co., Ltd.; Wang Zhiguo; Song Yanhong; Ma Xiujuan; Tian Beibei; Li Shijiang; Li Chao; Zhang Xin; Li Tao; (7 pag.)CN107474007; (2017); A;,
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Synthetic Route of 6941-75-9, The chemical industry reduces the impact on the environment during synthesis 6941-75-9, name is 5-Bromoisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Under a nitrogen atmosphere, at 0 C., to a solution of WX042-1 (5.00 g, 22.12 mmol) in tetrahydrofuran (50.00 mL) was added borane dimethyl sulfide (10 M, 11.06 mL) dropwise, and the system was stirred at 70 C. for 16 hours. After the reaction was complete, at 0 C. to the system was added 100 mL methanol to quench the reaction system. After concentration under reduced pressure, the residue was purified by column chromatography (dichloromethane:methanol=20:1) to afford Compound WX042-2 (1.00 g, 22.16% yield, 97.1% purity), white solid. 1H NMR (400 MHz, DMSO-d6) delta 7.43 (s, 1H), 7.40-7.34 (m, 2H), 7.11 (d, J=8.5 Hz, 1H), 4.48 (d, J=16.6 Hz, 4H).

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

Reference:
Patent; Medshine Discovery Inc.; He, Haiying; Jiang, Zhigan; Shi, Weihua; Xia, Jianhua; Li, Jian; Chen, Shuhui; US2019/375744; (2019); A1;,
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These common heterocyclic compound, 3484-35-3, name is 5-Methylindolin-2-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. Quality Control of 5-Methylindolin-2-one

General procedure: To a solution of appropriate oxindole (8a-e, 0.3 mmol) in ethanol (3 mL) was addedcorresponding aldehyde (12a-h, 0.32 mmol) and a catalytic amount of piperidine. The reactionmixture was stirred at reflux for 6-12 h (monitored by TLC). After cooling, the precipitate wasfiltered, washed with cold ethanol, and dried in air to furnish pure (Z)-3-(4′-(aminoalkoxy)-3′-methoxybenzylidene)indolin-2-one title compounds of formula (5a-t) as yellow/brown/orangesolids in moderate to excellent yields.

The synthetic route of 5-Methylindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Senwar, Kishna Ram; Reddy, T. Srinivasa; Thummuri, Dinesh; Sharma, Pankaj; Bharghava, Suresh K.; Naidu; Shankaraiah, Nagula; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 4061 – 4069;,
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1127-59-9, name is 7-Methylindoline-2,3-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. category: indolines-derivatives

Preparation of 7-bromomethylisatin The 7-methylisatin (16.1 g, 0.1 mole) is suspended in dichloroethane (2000 ml) and the suspension is heated and irradiated with a high intensity light source to the reflux point. Bromine (24.3 g, 0.15 mole) is added dropwise over a one hour period. The solution is filtered hot and concentrated at reduced pressure to yield the product as an orange solid after washing with anhydrous diethyl ether. The product is purified using flash chromatography on silica (elution with 24:1 dichloromethane:diethyl ether) to afford after drying (at 60° C. at 0.1 mm); 7-bromomethylisatin, mp 199°-200° C. dec.

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

Reference:
Patent; Warner-Lambert Company; US4530929; (1985); A;,
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Synthetic Route of 19727-83-4, A common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, molecular formula is C8H8N2O2, 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 6-nitroindoline (a) (3 g, 18.3 mmol) in DCM (30mL) was added di-tert-butyl dicarbonate (4.8 g, 22 mmol) and TEA (3.7 g, 36.6 mmol). The solution was stirred for 5 h at room temperature then washed with water and brine. The organic layer was dried, filtered and concentrated. Silica gel column chromatography provided tert-butyl 6-nitroindoline-l-carboxylate (b) as a white solid (2.4 g, 50%).

The synthetic route of 19727-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISOCURE BIOSCIENCES INC.; ZHANG, Tinghu; CHE, Jianwei; (118 pag.)WO2018/71404; (2018); A1;,
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