Category: 324-03-8

Adding a certain compound to certain chemical reactions, such as: 324-03-8, name is 6-Fluoroindoline-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 324-03-8, Quality Control of 6-Fluoroindoline-2,3-dione

General procedure: Similar to as described in General Procedure Z, 6-fluoro-2,3-dihydro- 1H-indole-2,3-dione was converted to the title compound as a yellow solid (ig, 15%). LC-MS (ES, iWz): 195 [M+H]; A solution of 2,3-dihydro-1H-indole-2,3-dione (1 eq.) and sodium hydroxide (1.1 eq.) in water was stirred for 5-30 mm at 25 C. Then a solution of sodium nitrite (1 1 eq.) in water and concentrated sulfuric acid (2 eq.) were added dropwise with stirring at 0.-10 C. After 5-30 mm a solution of SnC12 (2.5 eq.) in concentrated hydrochloric acid (15-30 eq.) was added slowly. After5 being stirred for 1–5 h at 25 C the reaction mixture was filtered and the solid was dissolved in methanol. Sulfuric acid (0.5-1 eq.) was added to the solution and the solution was heated to reflux overnight. The resulting mixture was concentrated under vacuum, diluted with water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and concentrated under vacuum to give the ester which may need further purification such as fresh chromatography.

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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
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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. 324-03-8, name is 6-Fluoroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6-Fluoroindoline-2,3-dione

EXAMPLE 16 Sodium hydride (80% in oil; 0.36 g) was added portionwise to a stirred solution of 6-fluoro-1H-indole-2,3-dione (2 g) in dry dimethylformamide (25 ml). After effervescence had ceased, ethyl bromoacetate (2 g) was added dropwise at 25 to the stirred solution. The orange mixture was stirred at room temperature for 18 hours and then poured into ice-water. The precipitated solid was filtered off, washed with water and dried. 1-(ethoxycarbonylmethyl)-1H-indole-2,3-dione, mp 168-169. (Compound 16).

According to the analysis of related databases, 324-03-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering Agrochemicals Limited; US5093364; (1992); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 324-03-8, name is 6-Fluoroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 6-Fluoroindoline-2,3-dione

Add 11.33g NaNO3 and 100mL H2SO4 to a 500mL reaction flask.With stirring, the temperature of the ice bath was lowered to 0 C. Take 20.00g of compound 1-1,Dissolved in 120mL H2SO4,Slowly add the 1-1 H2SO4 solution to the reaction flask,After dripping, the reaction was held at 0 C for 1 hour, and then the reaction solution was poured into 1 L of ice water.After stirring for 0.5 hours, it was filtered and the filter cake was washed with water until neutral.The filter cake was washed with 80 mL of EtOH / H2O (7: 3) for 0.5 hours, filtered,The filter cake was dried to obtain 18.83 g of a crude product of 2-1.Yield: 74%.

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 324-03-8.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Ma Dawei; Wang Kailiang; Xia Shanghua; Li Zheng; Zhao Jinlong; Li Ying; (82 pag.)CN110642874; (2020); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 324-03-8, name is 6-Fluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 6-Fluoroindoline-2,3-dione

Step 1 : 7-fluoroquinoline-2,4-dicarboxylic acid To a mixture of 5.0 g (30.3 mmol) 6-fluoro-1 H-indole-2,3-dione in 75 mL of 33% aq. potassium hydroxide solution was added 4.67 g (53.0 mmol) pyruvic acid and this mixture was heated at 40 C for 18 hours. After cooling to room temperature 10% aq. sulfuric acid was added (pH about 1 ). The formed solid was isolated by filtration and dried in vacuum. The solid was the desired 7-fluoroquinoline-2,4-dicarboxylic acid, which was used without further purification. Yield: 6.02 g (85%) 1H-NMR (300 MHz, DMSO d6) delta (ppm) = 7.78 (ddd, 1 H), 7.99 (dd, 1 H), 8.42 (s, 1 H), 8.89 (dd, 1 H).

The synthetic route of 324-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHMANN, Bernd; HEISLER, Iring; MUeLLER, Thomas; CLEVE, Arwed; HEROULT, Melanie; NEUHAUS, Roland; PETRUL, Heike; QUANZ-SCHOeFFEL, Maria; (248 pag.)WO2016/12481; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 324-03-8, name is 6-Fluoroindoline-2,3-dione, molecular formula is C8H4FNO2, 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. Product Details of 324-03-8

General procedure: Target compounds 3 were prepared by coupling compounds 1 or 2 with hydrazine hydrate under a mild condition. A mixture of isatin or an N1-substituted isatin (10 mmol) and hydrazine hydrate (5 mmol) was refluxed in ethanol (50 mL) in the presence of acetic acid as the catalyst for 0.5-2 h. After completion of the reaction (monitored by TLC), the solvent was removed under reduced pressure and the crude product was washed with water and recrystallized from ethanol to give pure products (Table 1). Some compounds synthesized in the current study are known compounds and their physicochemical characteristics are consistent with those reported in earlier literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 324-03-8, its application will become more common.

Reference:
Article; Liang, Chengyuan; Xia, Juan; Lei, Dong; Li, Xiang; Yao, Qizheng; Gao, Jing; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 742 – 750;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 324-03-8, name is 6-Fluoroindoline-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. Formula: C8H4FNO2

A solution of 6-fluoroindoline-2,3-dione (2 g, 12.11 mmol) in dry DMF (100 ml) was cooled to 0 C., and NaH (60% w/w dispersion in mineral oil; 0.484 g, 12.11 mmol) was added portion wise over 10 minutes. The mixture was stirred at the same temperature for 10 minutes, then tert-butyl 2-bromoacetate (1.788 ml, 12.11 mmol) was added drop wise. The mixture was left warm to room temperature and stirred for 2 hours. DMF was evaporated under vacuum, and the crude was portioned between ethyl acetate (50 ml) and aqueous 1N HCl (40 ml). The aqueous phase was extracted with ethyl acetate (2¡Á50 ml), and the combined organic layers were dried over sodium sulfate, filtered and concentrate under vacuum. The crude was purified by flash chromatography on silica gel cartridge (petroleum ether:ethyl acetate=80:20) affording tert-butyl 2-(6-fluoro-2,3-dioxoindolin-1-yl)acetate(2.21 g, 7.91 mmol, 65% yield).

The synthetic route of 6-Fluoroindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chiesi Farmaceutici S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Capaldi, Carmelida; Carzaniga, Laura; La Porta, Elena; Guala, Matilde; US2013/102576; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 324-03-8, name is 6-Fluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 324-03-8

General procedure: A 25-mL flask, equipped with a magnetic stirring bar, was charged with 2-(1,3-dithiolan-2- ylidene)acetonitrile 1a (143 mg, 1.0 mmol), isatin 2a (74 mg, 0.5 mmol), and MeCN (3.0 mL), followed by addition of a solution of I2 (25 mg, 0.1 mmol) in MeCN (1.0 mL). The reaction mixture was stirred at 80 C for 12 h. After 1a was consumed, as indicated by TLC, the reaction mixture was quenched with saturated aqueous Na2S2O3 (1.0 mL) and water (20.0 mL), and stirred for another 10 min. The fully precipitated solid was filtered and washed with water (20.0 mL). Then it was further washed with petroleum ether-ethyl acetate (1/1, V/V, 20.0 mL) and dried under vacuum to afford 3a.

The synthetic route of 324-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Deqiang; Li, Xiangguang; Yang, Juan; Li, Yanni; Wang, Baoling; Cheng, Ping; Synthetic Communications; vol. 46; 23; (2016); p. 1924 – 1931;,
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 324-03-8 as follows. Quality Control of 6-Fluoroindoline-2,3-dione

A solution of 6-fluoroindoline-2,3-dione (1 g, 6.06 mmol, SCRC) in anhydrous N,N-dimethylformamide (40 mL) was cooled to 00 C, whereupon NaH (60 % dispersion in mineral oil, 0.283 g, 7.09 mmol) was added in one portion and the reaction was stirred for 5minutes. lodomethane (0.443 mL, 7.09 mmol) was added and the reaction was stirred at 0 C for 30 minutes. The mixture was then poured into saturated aqueous NH4C1 and extracted with ethyl acetate. The combined organic portions were washed with water and brine, dried (Mg504), filtered, and concentrated to give the crude product (1.2 g, 88 % purity), which was used without further purification.

According to the analysis of related databases, 324-03-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; HARDEE, David; BREWER, Jason; HASVOLD, Lisa; LIU, Dachun; MCDANIEL, Keith; SCHRIMPF, Michael; SHEPPARD, George; (139 pag.)WO2018/188047; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

324-03-8, name is 6-Fluoroindoline-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. HPLC of Formula: C8H4FNO2

The 6-fluoro-isatin(1.65g, 10mmol)Add 10 mL of acetonitrile to a 100 mL round bottom flask.N-methylpiperazine (1.10 g, 11 mmol) was added dropwise, and the mixture was stirred at room temperature for 4 h. After the reaction was monitored by TLC, purification by column chromatography gave a red solid with a yield of 58%.

The synthetic route of 324-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Yat-sen University; Huang Zhishu; Tan Jiaheng; Che Tong; (27 pag.)CN107540662; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 324-03-8, name is 6-Fluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Fluoroindoline-2,3-dione

Exampie 1; 7-fluoro-3-hvdroxvquinolin-2{1H)-one; The title compound was prepared by the procedure depicted Sn Scheme 1 and described in detail below, using the general method of S-Y. Sit et al., Bioorqanic Medicinal Chem Lett.1996, beta, 499. Step 1. 6-Fluoro-1H-indo.e-2,3-dione (6-fluoroisatin, 200 mg, 1.2 mMoi), diethylamide (0.24 ml. 2.3 mMol), and ethyl diazoacetate (0,24 mL 2.3 mMol) were dissolved in ethanoi (15 mL) and stirred at room temperature for 64 hours. Removal of solvent in vacuo then provided the diazo intermediate as an Oil (LCMS m/z 278.0 [M-1]); this was treated with hydrochloric acid (1N, 75 rnL), and allowed to react for 40 hours at room temperature Filtration of the reaction mixture yielded ethyl 7-f.uoro-3- hydroxy-2-oxo-1.2-dihyo’roquinoiine-4-carboxylate as an orange solid (144 mg, 0.57 mMol). LCMS m/z 252.1 (M+1). 1H NMR (400 MHz, CD3OD) delta 1.42 (t, J^7,0 Hz13H), 4.48 (q, J =7.0 Hz, 2H)8 7.02 (m, 2H), 7.87 (del. J =5.6. 8.9 Hz, 1H).

The synthetic route of 324-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; DUPLANTIER, Allen Jacob; GAN, Xinmin; HU, Lain-Yen; LU, Jiemin; SHEEHAN, Susan Mary Kult; WO2010/58314; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem