Category: 317-20-4

Synthetic Route of 317-20-4, 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. 317-20-4, name is 7-Fluoroisatin, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 2-amino benzophenone (1 mmol), corresponding isatin or aldehyde (1 mmol) and ammonium acetate (2 mmol) in ethanol (5 mL) was stirred at room temperature. The progress of reaction was monitored by TLC. After completion of the reaction ice-cold water was added and stirred for a while. The solid product obtained was filtered and washed with water. This was further purified by crystallization from ethanol or by short column chromatographyon silica gel using ethyl acetate-petroleum ether as the eluent.

The chemical industry reduces the impact on the environment during synthesis 7-Fluoroisatin. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kamal, Ahmed; Babu, Korrapati Suresh; Chandrasekhar, Cheemalamarri; Nagaraju, Burri; Visweswara Sastry; Ganesh Kumar; Tetrahedron Letters; vol. 56; 46; (2015); p. 6373 – 6376;,
Indoline – Wikipedia,
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Related Products of 317-20-4, These common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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: A mixture of isatins 1 (1 mmol), substituted 1H-pyrazol-5-amine 2 (1 mmol), 6-aminopyrimidine-2,4(1H,3H)-dione 3 or 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 5 (1 mmol), H2O(6 mL), and HOAc (2 mL) was placed in a 25-mL flask andstirred at 90 C (monitored by thin layer chromatography (TLC)) for about 7 h. Afterreaction completion, the mixture was cooled to room temperature and the precipitateobtained by filtration. Compounds 4 or 6 were further purified by recrystallizationfrom DMF.

Statistics shows that 7-Fluoroisatin is playing an increasingly important role. we look forward to future research findings about 317-20-4.

Reference:
Article; Dai, Lei; Mao, Kaimin; Pan, Zhengbing; Rong, Liangce; Research on Chemical Intermediates; vol. 45; 2; (2019); p. 769 – 788;,
Indoline – Wikipedia,
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Related Products of 317-20-4,Some common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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.

To a stirred solution of 7-fluoroindoline-2,3-dione (500 mg, 3.03 mmol) in DMF (5 mL) were successively added K2C03 (502 mg, 3.63 mmol) and methyl iodide (0.199 mL, 3.18 mmol). The resulting mixture was stirred at RT for 1 hr. The mixture was quenched with water, diluted with EtOAc and saturated aqueous NaHC03 solution and both phases were separated. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous MgS04, filtered and concentrated under reduced pressure to afford the title product (497 mg, 2.219 mmol, 73.3% yield) as yellow solid. Rt = 0.69 min (UPLC-MS); ESI-MS = 179.9 [M+1]+ (UPLC-MS).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Fluoroisatin, its application will become more common.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; CHAMOIN, Sylvie; D’ALESSANDRO, Pier Luca; LINDVALL, Mika; LIZOS, Dimitrios; STIEFL, Nikolaus Johannes; TEIXEIRA-FOUCHARD, Sylvie; ULLRICH, Thomas; WEILER, Sven; (151 pag.)WO2019/102256; (2019); A1;,
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317-20-4, name is 7-Fluoroisatin, 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. Application In Synthesis of 7-Fluoroisatin

General procedure: In a 25 mL round bottom flask, isatins 1 (1 mmol), 3-phenylisoxazol-5(4H)-one 2 (1 mmol) or 3-ethylisoxazol-5(4H)-one 7 (1 mmol), pyrazol-5-amine 3 (1 mmol) or 6-aminopyrimidine-2,4-(1H,3H)-dione 5 (1 mmol), and Amberlyst-15 (100 mg) were stirred in CH3OH (5.0 mL) at 80 C. When the reaction was completed (detected by TLC), the spherical catalyst was separated by a sieve at once under hot condition. Then, the reaction mixture was cooled to room temperature, and solid precipitation occurred. After filtration, the crude product was recrystallized from EtOH and DMF to give pure compound.

The synthetic route of 317-20-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Niu, Qingqing; Xi, Junhua; Li, Lei; Li, Li; Pan, Chengli; Lan, Meijun; Rong, Liangce; Tetrahedron Letters; vol. 60; 43; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 317-20-4, name is 7-Fluoroisatin, 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 317-20-4, name: 7-Fluoroisatin

Description 17: 8-Fluoro-3-methyl-2-phenylquinoline-4-carboxylic Acid KOH (88 g, 1560 mmol) in water (400 mL) was added over 30 min. to a suspension of 7-fluoroisatin (64.4 g, 390 mmol) in ethanol (200 mL). Propiophenone (51.9 mL, 390 mmol) was added and the mixture was heated under reflux for 24 h. The mixture was cooled, and hydrochloric acid (conc., 128 mL, 1404 mmol) then acetic acid (11.16 mL, 195 mmol) were added. The mixture was stirred at RT for 16 h. and the solid was collected, washing with water (600 mL), ethanol (200 mL) and hexane/Et2O (1:1, 400 mL). The solid was flushed with toluene (3*500 mL) and dried in vacuo to give the title compound as an off-white solid (91.44 g, 325 mmol, 83%). 1H NMR (500 MHz, DMSO-d6) delta 14.4 (1H, br s), 7.70-7.45 (8H, m), 2.40 (3H, s)

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, 7-Fluoroisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Carling, William Robert; Elliott, Jason Matthew; Mezzogori, Elena; Russell, Michael Geoffrey Neil; Williams, Brian John; US2009/54440; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 317-20-4,Some common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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.

7-fluoro-3-(hydroxyimino)indoline-2-one7-fluoroindoline-2,3-dione (5 g, 30.28 mmol) was taken up in ethanol (70 mL). Hydroxylamine hydrochloride (3.13 g, 45.04 mmol) was added in one portion and this mixture was heated in a 105 C. oil bath. Reflux at that temperature was continued for 2.5 hours. The mixture was cooled to room temperature and poured into 5 times its volume of water. The resulting yellow precipitate was filtered and washed with water. This solid was dried at 70 C. under vacuum. Reducing the volume of filtrate in a rotoevaporator and allowing the liquor to stand overnight at room temperature formed a second crop. The resulting solid was filtered and washed with water. This second sample was dried at 70 C. under vacuum. These two crops were combined to afford the 7-fluoro-3-(hydroxyimino)indoline-2-one as a yellow solid (4.19 g, 23.26 mmol, 77% yield). 1H NMR (500.333 MHz, DMSO) delta 13.50 (s, 1H), 11.18 (s, 1H), 7.80 (d, J=7.5 Hz, 1H), 7.29 (dd, J=9.2, 9.4 Hz, 1H), 7.04 (m, 1H). MS APCI, m/z=181 (M+H). HPLC 1.20 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Fluoroisatin, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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. SDS of cas: 317-20-4

Potassium Hydroxide (1.58 g; 28.16 mmol; 3.1 eq.)was added portion wise to a solution of 7-Fluoro-1H-indole-2,3-dione(1.50 g; 9.08 mmol; 1.0 eq.) in acetone (1.0 mL; 13.63 mmol; 1.5 eq.), ethanol (4.50 mL) and water (1.50 mL) in a microwave tube. The reaction was placed in a microwave oven and heated at 100C for 20 min. The reaction mixture was concentrated under vacuum. Water was added followed by a 5N solution of hydrochloric acid until the pH of the solution reached 4. The suspension was then filtered and the solid obtained dried. 8-fluoro-2-methylquinoline-4-carboxylic acid (1.60 g; 85%) was isolated as a brown solid. MS(ES+) m/z 206 (MH+).

The synthetic route of 7-Fluoroisatin has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boiteau, Jean-Guy; Ouvry, Gilles; Arlabosse, Jean-Marie; Astri, Stephanie; Beillard, Audrey; Bhurruth-Alcor, Yushma; Bonnary, Laetitia; Bouix-Peter, Claire; Bouquet, Karine; Bourotte, Marilyne; Cardinaud, Isabelle; Comino, Catherine; Deprez, Benoit; Duvert, Denis; Feret, Angelique; Hacini-Rachinel, Feriel; Harris, Craig S.; Luzy, Anne-Pascale; Mathieu, Arnaud; Millois, Corinne; Orsini, Nicolas; Pascau, Jonathan; Pinto, Artur; Piwnica, David; Polge, Gaelle; Reitz, Arnaud; Reverse, Kevin; Rodeville, Nicolas; Rossio, Patricia; Spiesse, Delphine; Tabet, Samuel; Taquet, Nathalie; Tomas, Loic; Vial, Emmanuel; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 945 – 956;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 317-20-4,Some common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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.

General procedure: In a 25 mL round bottom flask, isatins 1 (1 mmol), 3-phenylisoxazol-5(4H)-one 2 (1 mmol) or 3-ethylisoxazol-5(4H)-one 7 (1 mmol), pyrazol-5-amine 3 (1 mmol) or 6-aminopyrimidine-2,4-(1H,3H)-dione 5 (1 mmol), and Amberlyst-15 (100 mg) were stirred in CH3OH (5.0 mL) at 80 C. When the reaction was completed (detected by TLC), the spherical catalyst was separated by a sieve at once under hot condition. Then, the reaction mixture was cooled to room temperature, and solid precipitation occurred. After filtration, the crude product was recrystallized from EtOH and DMF to give pure compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Fluoroisatin, its application will become more common.

Reference:
Article; Niu, Qingqing; Xi, Junhua; Li, Lei; Li, Li; Pan, Chengli; Lan, Meijun; Rong, Liangce; Tetrahedron Letters; vol. 60; 43; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 317-20-4, 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. 317-20-4, name is 7-Fluoroisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 15 mL quartz tube equipped with a magnetic stirrer bar, isatin (1 mmol), 1,3-dicarbonyl compound (1 mmol), malononitrile (1 mmol), and Na2 eosin Y (0.02 mmol) were added successively in ethyl lactate/water (3:1, 2 mL). The reaction tube was exposed to green LED (520e525 nm, 10 W) irradiation at a distance of approximately 3 mm from bottom of the tube (SI, Fig. S1) at room temperature in air with stirring for an appropriate time. The reaction progress was monitored by TLC. Upon completion, water was added to the mixture and the solid precipitate was filtered and washed with ethanol to obtain the desired pure product.

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, 7-Fluoroisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Meng-Nan; Di, Jia-Qi; Li, Jiao-Mian; Mo, Li-Ping; Zhang, Zhan-Hui; Tetrahedron; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 317-20-4, 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. 317-20-4, name is 7-Fluoroisatin, This compound has unique chemical properties. The synthetic route is as follows.

132 mg (0.8 mmol) 7-fluoroisatin, 215.1 mg (0.96 mmol) 1,3-diphenyl-1,3-propanedione, 50 mL toluene and 5 mL DMF as solvent, 1 mL H2O2, and 20 mg strong acid ion exchange resin D001 as catalyst were added to a 100 mL round flask. The mixture was stirred and heated at 110 C. for 8.5 hours. The reaction was monitored with TLC. When TLC indicated that reaction was complete, heating was removed. The reaction mixture was concentrated, filtered, and purified by fresh chromatograph to obtain 190.6 mg desired product (compound 12), a yield of 64.2%. 1H-NMR (300 MHz, DMSO-d6) delta (ppm): 10.89 (1H, s), 7.68?7.85 (5H, m), 7.22?7.67 (5H, m), 7.14 (1H, d), 6.85 (1H, d), 6.75 (1H, t); 13C-NMR (75 MHz, DMSO-d6) delta (ppm): 169.2, 167.5, 153.2, 148.9, 136.5, 134.5, 132.7, 130.3, 129.2, 128.8, 127.9, 122.1, 118.4, 108.5, 100.9, 93.3; MS (ESI) for (M+Na)+: 394.1.

The chemical industry reduces the impact on the environment during synthesis 7-Fluoroisatin. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SHAANXI UNIVERSITY OF SCIENCE AND TECHNOLOGY; Liang, Chengyuan; Tian, Danni; Jia, Minyi; (11 pag.)US10035808; (2018); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem