Category: indolines-derivatives

Adding a certain compound to certain chemical reactions, such as: 60434-13-1, name is 5-Chloro-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 60434-13-1, SDS of cas: 60434-13-1

General procedure: A solution of N-methylisatin (81 mg, 0.5 mmol), phenylacethylene (77 mg, 0.75 mmol), CuI (19 mg, 0.1 mmol), and Cs2CO3 (245 mg, 0.75 mmol) in CH3CN (1.0 mL) was stirred at room temperature for 18 h. After aqueous extractive work up and column chromatographic purification process (CH2Cl2/EtOAc, 15:1) 1a was obtained as a pale yellow soild, 81 mg (61%). Other compounds were prepared similarly, and the spectroscopic data of unknown compounds 1b, 1d, and 1e are as follows.

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-Chloro-1-methylindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Roh, Hwa Jung; Lim, Jin Woo; Ryu, Ji Yeon; Lee, Junseong; Kim, Jae Nyoung; Tetrahedron Letters; vol. 57; 38; (2016); p. 4280 – 4283;,
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Application of 150544-04-0, 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. 150544-04-0, name is 6-Aminoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

6-(Morpholin-4-yl)-2-oxindole 6-Amino-2-oxindole (2.2 g), 4.0 g 2,2′-dibromoethyl ether and 7.9 g sodium carbonate were refluxed in 20 ml ethanol overnight, concentrated and diluted with 50 ml of water.. The mixture was extracted three times with 50 ml of ethyl acetate and the organic extracts combined, washed with 20 ml of brine, dried over anhydrous sodium sulfate and concentrated to dryness.. The solid was chromatographed on a column of silica gel (ethyl acetate:hexane (1:1) containing 0.7percent acetic acid) to give 1.2 g (37percent yield) of the title compound as a beige solid.

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, 6-Aminoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sugen, Inc.; US6350754; (2002); B2;,
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Related Products of 15362-40-0, 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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

The material 2,6-dichlorodiphenylamine (IV) (15mmol, 3.572g) was dissolved in 50ml toluene solvent and added to a three-necked flask, chloroacetyl chloride (16.5mmol, 1.8637g) was added dropwise, heated to 120 , Stir the reaction for 3h,TLC detected that the reaction of 2,6-dichlorodiphenylamine (IV) was completed and cooled to room temperature. [Et3NH]Cl-AlCl3 (30mmol, 8.129g) was slowly added dropwise to the reaction solution, stirred at room temperature for 30min, the oil bath was heated to 60C, and the reaction was stirred for 4h.TLC monitoring until the N-phenyl-N-(2,6-dichlorophenyl)chloroacetamide (III) intermediate disappeared, the reaction solution was slowly poured into a separatory funnel, allowed to stand for separation, and the ions were separated The liquid is recovered and applied. The application effect is shown in Table 1. The organic layer is added dropwise with 10% NaOH (30mmol, 1.2g) and heated to reflux for 2h.TLC monitors the completion of the reaction of 1-(2,6-dichlorophenyl)-2-indoline (II) intermediate, separates and removes the organic layer, evaporates part of the water from the water layer under reduced pressure, cools and crystallizes, Recrystallized with water,4.035g of white solid was obtained with a yield of 84.56%,The HPLC content is 99.85%.

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, 1-(2,6-Dichlorophenyl)-2-indolinone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang University of Technology; Luo Shuping; Xu Dandan; Ren Chenchao; Wang Tianqi; (6 pag.)CN111116391; (2020); A;,
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Electric Literature of 1504-06-9, 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. 1504-06-9, name is 3-Methyloxindole belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In an open-air tube at room temperature (25 C), the corresponding 3-substitutedoxindole (0.15 mmol) was added to a solution of organocatalyst 5 (10 mol%) in toluene (1 mL). After 5 minutes, the mixture was introduced into a cooling bath at 0 C, andafter two minutes di-tert-butylazodicarboxilate (0.11 mmol, 1.1 eq.) was added in oneportion. The reaction was then allowed to react for 3 days. After this time, water (5 mL)and ethyl acetate (5 mL) were added, and the aqueous layer was then re-extracted twice (2 x 10 mL). The combined organic phases were dried (MgSO4) and evaporated underreduced pressure. Finally, the reaction crude was purified by column chromatographyon silica gel or TLC preparative using hexane/ethyl acetate mixtures as eluent. Spectroscopic data are listed within the article.

The synthetic route of 3-Methyloxindole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Benavent, Lloren; Baeza, Alejandro; Freckleton, Megan; Molecules; vol. 23; 6; (2018);,
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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 3676-85-5 as follows. HPLC of Formula: C8H6N2O2

15 g of 5-aminophthalimide was added to 105 g of water and to this mixture, 39 g of a 35% aqueous hydrochloric acid was added dropwise. The reaction was kept at temperatures no higher than 5C and 48.7 g of a 16% aqueous sodium nitrite was added dropwise. Thereafter, the reaction was kept at temperatures from -2 to 2C for 120 minutes with stirring and the insoluble matter was removed by suction filtration to give an aqueous 5-diazophthalimide chloride.

According to the analysis of related databases, 3676-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo; EP1650267; (2006); 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. 32692-19-6, name is 5-Nitroindoline, A new synthetic method of this compound is introduced below., Formula: C8H8N2O2

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 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; 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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Application of 603-62-3,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.

To a solution of potassium hydroxide (16.1 g, 286 mmol) in water (500mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspensionwas stirred at 0 C for 3 hrs, and then heated to 30 C for 3 hrs. To the solution, was addedHC1 (100 mL, 6N). The resulting suspension was cooled to 0 C for 1 hr. The suspension was filtered and washed with cold water (2 x 10 mL) to give 3-nitro-phthalamic acid as awhite solid (24.6 g, 90% yield): ?HNMR(DMSO-d6) 5 7.69 (brs, 1H, NHJ]), 7.74 (t, J 8 Hz, 1H, Ar), 7.92 (dd, J= 1, 8Hz, 1H, Ar), 8.13 (dd, J= 1, 8Hz, 1H, Ar), 8.15 (brs, 1H, NHJ]), 13.59 (s, 1H, 01]); ?3CNIVIR(DMSO-d6)5 125.33, 129.15, 130.25, 132.54, 136.72, 147.03, 165.90, 167.31.

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

Reference:
Patent; CELGENE CORPORATION; HAGNER, Patrick; GANDHI, Anita; POURDEHNAD, Michael; (67 pag.)WO2017/96024; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3335-98-6, name is 1-Phenyloxindole, 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 3335-98-6, Computed Properties of C14H11NO

General procedure: To a Schlenk tube were added oxindole 1 (0.3 mmol), t-BuONO (0.6 mmol), andTHF (2 mL). Then the tube was stirred at 50 C under 1 atm of O2 for the indicatedtime until complete consumption of starting material monitored by TLC analysis.After the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was re-extracted with ethyl acetate. The combined organic extractswere dried over Na2SO4, removal of the solvent under vacuum afforded the crudeproduct, which was purified further by column chromatography using hexane-ethylacetate.

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

Reference:
Article; Wei, Wen-Ting; Ying, Wei-Wei; Zhu, Wen-Ming; Wu, Yi; Huang, Yi-Ling; Cao, Yi-Qi; Wang, Yi-Ning; Liang, Hongze; Synlett; vol. 28; 17; (2017); p. 2307 – 2310;,
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Reference of 132898-96-5, These common heterocyclic compound, 132898-96-5, name is 2,3-Dioxoindoline-5-sulfonyl chloride, 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 a stirred solution of the N-Boc-protected pyrrolidine (1.0 mmol) in dry DCM (3 mL) at 0 C under argon atmosphere, TFA (1.14 g, 10.0 mmol) was added dropwise. The obtained solution was stirred at 0 C for 30 min followed by stirring at r.t. for 2 h. Subsequently, the solution was poured to cold 10% aq. NaOH (15 mL) and extracted with DCM (3 × 15 mL). The combined organic phases were dried over MgSO4 and concentrated under reduced pressure resulting in the corresponding unprotected pyrrolidine, which was used in the next step without further purification. The free pyrrolidine (ca. 1 mmol) from the previous step was then taken up in CHCl3 (2.2 mL) and DIPEA (2.0 mmol) was added. The solution was added dropwise to a stirred solution of 5-chlorosulfonyl isatin (1.5 mmol) in CHCl3/THF (1:1, 15 mL) at room temperature. The resulting mixture was stirred further for 1 h and the solvent was removed under reduced pressure. After purification by flash column chromatography the target isatin sulfonamide was obtained.

The synthetic route of 132898-96-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Limpachayaporn, Panupun; Riemann, Burkhard; Kopka, Klaus; Schober, Otmar; Schaefers, Michael; Haufe, Guenter; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 562 – 578;,
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Related Products of 104618-32-8, 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 104618-32-8 as follows.

(a) A mixture of 4-phthalimidocyclohexanone (2.43 g) and 4-hydrazinobenzoic acid (1.52 g) were combined in acetic acid and boiled for 12 hours. The precipitate was filtered and washed with acetic acid (3*10 ml) and diethyl ether (3*10 ml) to give 6-carboxy-3-phthalimido-1,2,3,4-tetrahydrocarbazole (1.50 g) m.p. 345-348 C.

According to the analysis of related databases, 104618-32-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SmithKline Beecham PLC; US5612331; (1997); A;,
Indoline – Wikipedia,
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