Category: 87-48-9

Some common heterocyclic compound, 87-48-9, name is 5-Bromoindoline-2,3-dione, molecular formula is C8H4BrNO2, 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. category: indolines-derivatives

General procedure: Isatin derivatives 1a-c (0.005 mol) were stirred in acetonitrile(20 mL) with (0.007 mol) of the appropriate methyl iodide 2, propyliodide 3 or benzyl bromide 7a-d in the presence of catalytic amountof potassium iodide with (0.010 mol) of dry potassium carbonate atreflux temperature. The reaction was monitored with TLC. Aftercomplete of reaction, the mixture was poured into ice-water, theformed solid was collected, washed with water and recrystallizedfrom ethanol-water to furnish the final compounds 4a-f and 8a-l[58-61].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 87-48-9, its application will become more common.

Reference:
Article; Eldehna, Wagdy M.; Abo-Ashour, Mahmoud F.; Nocentini, Alessio; El-Haggar, Radwan S.; Bua, Silvia; Bonardi, Alessandro; Al-Rashood, Sara T.; Hassan, Ghada S.; Gratteri, Paola; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 147 – 160;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 87-48-9, 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. 87-48-9 name is 5-Bromoindoline-2,3-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.

5-bromo-indole-2,3-dione (2.25g, 10mmol), ethylene glycol (45 mL) and heatIt was added KOH (1.68g, 30mmol) in a mixture of hydrazine hydrate (1.06g, 21.10mmol). The reaction mixture was stirred for 4 hours at 80 C.. The mixture was cooled to room temperature, poured into ice-cold water, with 12N hydrochloric acid was adjusted to pH 1 ~ 2, and stirred at room temperature for 12 hours. The mixture was filtered solid was washed with water (5 mL), and dried to give the crude product which was purified juice dim over a column chromatography (methanol in dichloromethane, 0.5% v / v), 0601 -194 as a yellow solid (785mg, 37%).

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

Reference:
Patent; CURIS INCORPORATED; CAI, XIONG; ZHAI, HAIXIAO; LAI, CHENG-JUNG; QIAN, CHANGGENG; (290 pag.)JP2015/187145; (2015); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 87-48-9, These common heterocyclic compound, 87-48-9, name is 5-Bromoindoline-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: To a mixture of isatin (6a-e, 1.0 g) and hydrazine-hydrate (5 mL,~30 mmol) in ethylene glycol, potassium hydroxide (10 equiv.) was added and the resulting reaction mixturewas stirred at 110-130 C for 2-3 h (reaction monitored by TLC). The reaction mixture wascooled to room temperature, poured into ice-cold water (50 mL), acidified to pH 2 with 6N hydrochloric acid and extracted with ethylacetate (3 30 mL). The organic extracts were combined, washed with brine (15 mL), dried over sodium sulfate and concentrated in vacuo. The obtained residue was purified by column chromatography using ethyl acetate-hexane as eluents to furnish 7a-e in moderate yields.

Statistics shows that 5-Bromoindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 87-48-9.

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 87-48-9 as follows. Application In Synthesis of 5-Bromoindoline-2,3-dione

General procedure: Isatins (1a-j, 3.0 g), hydrazine hydrate (80%, 13 mL) and water (13 mL) were added to a flask equipped with a thermometer with vigorous stirring. The reaction mixture was kept at 140 C in an oil bath for 6 h before being cooled to r.t., when hydrochloric acid (2.0 mol L-1) was added to bring the pH to pH 2. The reaction mixture was stirred at r.t. for 12 h. Compounds 2a-j were obtained by filtering under vacuum and recrystallisation from absolute ethanol.

According to the analysis of related databases, 87-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 87-48-9, 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 87-48-9 as follows.

In a 5L four-necked flask, add 5-bromoisatin 250.0g,1000ml absolute ethanol, stirring, and then slowly add hydrationHydrazine (80%) 81.4g, heated to reflux (80 C)Reaction 2h,Sampling HPLC test, no raw material remaining, the reaction liquid coolingTo about 15 , crystallization 15min, filtered, the filter cake was washed with a small amount of cold ethanol or mother liquor,Then at 50 oven drying 12h, get hydrazone crude. In a 5L four-necked flask, put the crude hydrazide obtained above,Ethylene glycol 1000ml, stirring, adding sodium hydroxide 32.5g,Heated to reflux,Reflux temperature gradually increased from 95 to 115 , the reaction 7h,Sample HPLC test, no raw material remaining, stop heating, cooling to below 30 , the reaction solution was transferred to a 10L bottle, add water 1500ml, with concentrated hydrochloric acid to adjust PH = 2.5 or so, adding methylene chloride 1500ml, The floc was precipitated, filtered, and the layers were separated. The aqueous layer was further extracted with 500 ml of dichloromethane, and the organic layers were combined.The solvent was distilled off under reduced pressure to give 402.4 g of bromoindolinone (Formula II).

According to the analysis of related databases, 87-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ningbo Jiu Sheng Chuangxin Pharmaceutical Technology Co., Ltd.; Li Changlong; Yu Lihuang; He Guojin; Tao Weijian; (7 pag.)CN104693019; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 87-48-9 as follows. Safety of 5-Bromoindoline-2,3-dione

Step 90a: 5-Bromoindolin-2-one (Compound 0601-194)[0597]To a mixture of 5-bromoindole-2,3-dione (2.25 g, 10 mmol), ethyleneglycol (45 mL) and hydrazine hydrate (1.06 g, 21.10 mmol) was added KOH (1.68 g, 30 mmol). The reaction mixture was stirred at 80 C. for 4 hours. The mixture was cooled to room temperature and poured into ice cold water and the mixture was adjusted to pH 1-2 with 12N hydrochloric acid and stirred at room temperature for 12 hours. The mixture was filtered and solid was washed with water (5 mL) and dried to get the crude product which was purified by column chromatography on silica gel (methanol in dichloromethane, 0.5% v/v) to give 0601-194 (785 mg, 37%) as a yellow solid. LCMS: 214 [M+1]+. 1H-NMR (400 MHz. DMSO-d6) delta 3.51 (s, 2H), 6.76 (d, J=8.0 Hz, 1H), 7.34 (dd, J=8.0, 2.0 Hz, 1H), 7.38 (m, 1H), 10.49 (s, 1H).

According to the analysis of related databases, 87-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 87-48-9,Some common heterocyclic compound, 87-48-9, name is 5-Bromoindoline-2,3-dione, molecular formula is C8H4BrNO2, 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: Step 1: To a 250 mL flask equipped with a silicone oil bubbler was added commercially available isatin (7.7 g, 50 mmol) and anhydrous DMF (80 mL). the mixture was cooled down to 0 oC. To this solution was added NaH (1.32 g, 55 mmol), followed by the addition of CH3I in 15 min. Upon completion of the reaction (monitored by TLC), the mixture was diluted with saturated NH4Cl solution and extracted with ethyl acetate. The organic layer was washed with water, dried over Na2SO4, filtered, and concentrated to yield the crude N-methylindoline-2, 3-dione, which was used directly in the next step. Step 2: The N-methylindoline-2, 3-dione (7.58 g, 47 mmol) was refluxed in NH2¡¤NH2-H2O ( 35 %) for 1h. Then the mixture was cooled to rt. The crude product was extracted with ethyl acetate. The combined organic layer was then dried over Na2SO4, purified by flash chromatography on silica gel (petroleum ether/ethyl acetate = 10:1). 1-Methylindolin-2-one was obtained as a pink solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromoindoline-2,3-dione, its application will become more common.

Reference:
Article; Zhao, Jian-bo; Ren, Xinfeng; Zheng, Bu-quan; Ji, Jian; Qiu, Zi-bin; Li, Ya; Journal of Fluorine Chemistry; vol. 215; (2018); p. 44 – 51;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 87-48-9, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 87-48-9, Name is 5-Bromoindoline-2,3-dione, SMILES is O=C1NC2=C(C=C(Br)C=C2)C1=O, belongs to indolines-derivatives compound. In a article, author is Sharma, S., introduce new discover of the category.

Design, Synthesis, Characterization, and Crystallographic Behaviors of Some Biologically Important Chromene-Annulated Spiro-Oxindoles: A Drive to Introspect the Comparative Structural Information

The compounds, 2-amino-2′,5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3′-indoline]-3-carbonitrile (4a), 2-amino-1′-methyl-2′,5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3′-indoline]-3-carbonitrile (4b), and 2-amino-1′,7,7-trimethyl-2′,5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3′-indoline]-3-carbonitrile (4c) were synthesized and characterized by elemental analyses, spectral studies (FT-IR, NMR, Mass) and single-crystal X-ray analysis. All the compounds crystallize in the monoclinic sp. gr. P2(1)/c. In crystals of all three compounds, the molecules are linked by an elaborate system of N-H…O and N-H…N hydrogen bonds to form supramolecular structures.

Reference of 87-48-9, Because enzymes can increase reaction rates by enormous factors and tend to be very specific, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 87-48-9.

Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition, 87-48-9, Name is 5-Bromoindoline-2,3-dione, SMILES is O=C1NC2=C(C=C(Br)C=C2)C1=O, in an article , author is Taheri, Salman, once mentioned of 87-48-9, Computed Properties of C8H4BrNO2.

A straightforward approach for the synthesis of novel fused thiopyrano [2, 3-b] indole derivatives from the Intramolecular Friedel-Crafts acylation

In this research, a facile and efficient protocol for the regioselective synthesis of fused thiopyrano [2,3-b] indole-2-carboxylates using Eaton’s reagent (P2O5/MeSO3H) as an inexpensive, and easily available catalyst is developed under solvent-free condition at 80C. The reaction of various acetylenecarboxylates and indoline-2-(3H)-thiones using Eaton’s reagent affords fused indole heterocyclic compounds in good to excellent yields. This new method Compared to the Intramolecular Friedel-Crafts acylation has advantages of short reaction times, regioselectivity and ease of product isolation. (C) 2020 Elsevier B.V. All rights reserved.

Interested yet? Read on for other articles about 87-48-9, you can contact me at any time and look forward to more communication. Computed Properties of C8H4BrNO2.

Chemistry is an experimental science, Name: 5-Bromoindoline-2,3-dione, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 87-48-9, Name is 5-Bromoindoline-2,3-dione, molecular formula is C8H4BrNO2, belongs to indolines-derivatives compound. In a document, author is Sharafeldin, Nabaweya Abdesalam.

INDOLINE-BASED HETEROCYCLIC SCAFFOLD: SYNTHETIC METHODS, CHEMICAL REACTIONS AND BIOLOGICAL PROSPECT

Indolines are significant compounds because of their diversity of applications in synthetic organic chemistry, pharmaceutical, industrial chemistry as well as they are present in several biologically active compounds in both natural and synthetic origins. Recently,there are high expectations that they exhibit interesting applications in selective potentiate the activity of beta-lactam antibiotics in MRSA as well as other pharmacological arena, such as anticancer, anti-inflammatory, antioxidant, anticoagulant agents, etc. Furthermore, they are considered as considerable compounds due to their widespread use as building blocks and as chiral support in asymmetric synthesis. As a result, a new trends for the indoline-based nucleus in medicinal chemistry studies require to be reviewed especially many reports have been suggested that the indoline-based compounds have a very high therapeutic value (in MRSA) and needs to be explored for further studies. So, this review deals with the main innovations regarding indoline-based heterocycle scaffold stressing on their synthesis, reactions and their pharmacological activities.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 87-48-9, in my other articles. Name: 5-Bromoindoline-2,3-dione.