Category: 20780-72-7

Adding a certain compound to certain chemical reactions, such as: 20780-72-7, name is 4-Bromoisatin, 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 20780-72-7, HPLC of Formula: C8H4BrNO2

To a solution of 4-bromoisatin 30 (100 mg, 0.44 mmol) in degassed THF/H2O (3:1, 3 mL) was added potassium 4-methyphenyltrifluoroborate (123 mg, 0.62 mmol) and K3PO4 (338 mg, 1.59 mmol) followed by Pd(PPh3)2Cl2 (31 mg, 0.04 mmol). The reaction vessel was sealed and heated by microwave irradiation for 4 h at 130 ¡ãC. The reaction mixture was cooled to rt, diluted with EtOAc (5 mL) and filtered through Celite?. The organic solution was washed with brine (5 mL) and the resulting aqueous layer was further extracted with EtOAc (2*). The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The product was purified via flash column chromatography (eluent 30-40 ¡ãC petrol/acetone, 4:1) to afford the title compound (42) as an orange solid (72 mg, 68percent); mp 178-179 ¡ãC; numax (solid) 3274, 3051, 2906, 1741, 1609, 1486; deltaH (400 MHz, CDCl3) 2.43 (3H, s, CH3), 6.88 (1H, d, J = 8.0 Hz, C(7)H), 7.08 (1H, d, J = 8.0 Hz, C(5)H), 7.28 (2H, d, J = 8.5 Hz, C(3′)H and C(5′)H), 7.45 (2H, d, J = 8.5 Hz, C(6′)H and C(2′)H), 7.55 (1H, app t, J = 8.0 Hz, C(6)H), 8.70 (1H, br s, NH); deltaC (125 MHz, CDCl3) 21.4, 110.8, 114.4, 125.9, 128.8, 129.0, 133.1, 138.0, 139.4, 143.8, 154.2, 159.2, 178.3; m/z (ESI-) 236 ([M-H]-, 100percent); HRMS (ESI-) C15H10NO2S- ([M-H]-) requires 236.0717; found 236.0716.

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, 4-Bromoisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gianella-Borradori, Matteo; Christou, Ivy; Bataille, Carole J.R.; Cross, Rebecca L.; Wynne, Graham M.; Greaves, David R.; Russell, Angela J.; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 241 – 263;,
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Synthetic Route of 20780-72-7, A common heterocyclic compound, 20780-72-7, name is 4-Bromoisatin, molecular formula is C8H4BrNO2, 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.

(3) 10 mL DMF dissolution step (2) The obtained compound 4.4 mmol, 1.8 g of potassium carbonate, 1.1 g of 4-chlorobenzyl bromide, and stirred under argon atmosphere for 2 hours at room temperature; TLC analysis determined that after the reaction was completed, The reaction was quenched by the addition of excess ice water and stirred for 30 minutes; Filter the suspension and dry the filter cake. Obtained as a red solid (Compound 4b 1.34 g, yield 90percent, without further purification);

The synthetic route of 20780-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin University of Science and Technology; Diao Aipo; Li Yuyin; Yu Peng; Liu Yang; Li Zhipeng; (15 pag.)CN109574907; (2019); 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. 20780-72-7, name is 4-Bromoisatin, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Bromoisatin

To a solution of 4-bromoisatin 30 (200 mg, 0.88 mmol) in THF/water (3:1, 3 mL) was added potassium 3-thienyltrifluoroborate (235 mg, 1.24 mmol) and K3PO4 (675 mg, 3.19 mmol) followed by Pd(PPh3)2Cl2 (62 mg, 0.09 mmol). The reaction vessel was sealed and heated by microwave irradiation for 4 h at 130 ¡ãC. The reaction mixture was cooled to rt, diluted with EtOAc (10 mL) and filtered through Celite?. The organic solution was washed with brine (10 mL) and the resulting aqueous layer was further extracted with EtOAc (2*). The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The product was purified via flash column chromatography (eluent 30-40 ¡ãC petrol/acetone, 4:1) to afford the title compound (43) as an orange solid (120 mg, 59percent); mp 213-216 ¡ãC; numax (solid) 3098, 2927, 1727, 1584; deltaH (500 MHz, DMSO-d6) 6.85 (1H, dd, J = 7.9, 0.6 Hz, C(7)H), 7.20 (1H, dd, J = 7.9, 0.6 Hz, C(5)H), 7.50 (1H, dd, J = 4.9, 1.3 Hz, C(4′)H), 7.58 (1H, app t, J = 7.9 Hz, C(6)H), 7.62 (1H, dd, J = 4.9, 2.9 Hz, C(5′)H), 8.07 (1H, dd, J = 2.9, 1.3 Hz, C(2′)H), 11.13 (1H, br s, NH); deltaC (125 MHz, DMSO-d6) 110.8, 113.9, 123.8, 125.6, 126.3, 128.4, 135.8, 137.2, 138.0, 151.6, 158.9, 183.0; m/z (ESI-) 228 ([M-H]-, 100percent); HRMS (ESI-) C12H6N4O2S- ([M-H]-) requires 228.0125; found 228.0127.

According to the analysis of related databases, 20780-72-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gianella-Borradori, Matteo; Christou, Ivy; Bataille, Carole J.R.; Cross, Rebecca L.; Wynne, Graham M.; Greaves, David R.; Russell, Angela J.; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 241 – 263;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 20780-72-7, name is 4-Bromoisatin, A new synthetic method of this compound is introduced below., name: 4-Bromoisatin

General procedure: (The reagents were purchased fromAdamas and used without further purification.) A dry 3-mL flask was chargedwith relevant isatin 5 (0.3 mmol), tert-butyl 2-aminoacetate hydrochloride 7(0.3 mmol) and benzophenone imine 8 (0.36 mmol). The reaction mixture wasstirred at room temperature for the corresponding time. After the completionof the reaction, the reaction mixture was directly purified by silica gelchromatography (ethyl acetate/petroleum ether = 1:4) to give product 6. Asolution of 6 in EA/TFA (10:1) was stirred in a 10-mL flask under roomtemperature for 3 h. The solvent was removed under vacuum. The residue wasrecrystallized in diethyl ether/petroleum ether to give product 9.

The synthetic route of 20780-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Huang; Xu, Yong; Mao, Fei; Zhu, Jin; Jiang, Hualiang; Li, Jian; Tetrahedron Letters; vol. 56; 4; (2015); p. 586 – 589;,
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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. 20780-72-7, name is 4-Bromoisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H4BrNO2

General procedure: Isatin 1 (1 mmol), active methylene 2 (1 mmol), phosphite 3 (1mmol), and [DABCO-H][AcO] (17.2 mg, 0.1 mmol) were added to THF(0.3 mL). Then the reaction mixture was vigorously stirred at r.t. Theprogress of the reaction was monitored by TLC (n-hexane?EtOAc,4:1). After completion of the reaction, cold H2O (2 mL) was added. TheIL catalyst dissolved in the H2O and the insoluble crude products wereisolated by simple filtration. The crude products were recrystallizedfrom EtOH to afford pure final products. After removal of the H2O underreduced pressure, the catalyst [DABCO-H][AcO] could be directlyreused for the next run under similar reaction conditions.

The synthetic route of 20780-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Song, Lan-Lan; Yang, Cheng; Yu, Ya-Qin; Xu, Da-Zhen; Synthesis; vol. 49; 7; (2017); p. 1641 – 1647;,
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Application of 20780-72-7, The chemical industry reduces the impact on the environment during synthesis 20780-72-7, name is 4-Bromoisatin, I believe this compound will play a more active role in future production and life.

Commercially available 4-bromoisatin (2.50 g, 11.1 mmol) was dissolved in a 1.5 mol/L sodium hydroxide aqueous solution (20 mL), and 33percent hydrogen peroxide water (1 mL) was dropped at 55¡ãC. After being stirred at 55¡ãC for 30 minutes, the reaction mixture was cooled to room temperature, neutralized with 2.0 mol/L hydrochloric acid, and purified with HP-20 resin to give 2-amino-6-bromobenzoic acid (1.60 g, 67percent).

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, 4-Bromoisatin, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi; EP2708540; (2014); A1;,
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Some common heterocyclic compound, 20780-72-7, name is 4-Bromoisatin, 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

Diethylaminotrifluorosulfur (1.5 mL, 11.06 mmol) was added to a solution of 4-bromo-1H-indole-2,3-dione (1.0 g, 4.4 mmol) in dichloromethane (44 mL) at 0¡ãC. The mixture was stirred at room temperature for 54 hours and then quenched with methanol-water. The organic layer and the aqueous layer were separated, and the aqueous layer was then extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 4-bromo-3,3-difluoro-1,3-dihydro-indol-2-one as a yellow solid (559 mg, 51percent). MS (ESI) m/z = 246 (M-H)-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20780-72-7, its application will become more common.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; EP2433940; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 20780-72-7, name is 4-Bromoisatin, 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 20780-72-7, Computed Properties of C8H4BrNO2

General procedure: Indoles (0.20mmol), isatins (0.10mmol), and 60 wtpercentPWA/MCM-41 catalyst (0.0050 g) were stirred in THF(0.3mL) at room temperature for 2.5 h and monitored byTLC. The product were purified by column chromatographyon silica gel using petroleum ether/ethyl acetate (20 : 1, 10 : 1,5 : 1, 2 : 1, 1 : 1) as the eluent. All compounds (3a?3o) werecharacterized by 1H and 13C NMR (400MHz) spectral analysis.The catalyst was separated from the reaction mixture bycentrifugalization, dried at 473K for 4 h after washing withethanol, then continued to be reused for the next reaction.

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; Xing, Liuzhuang; Hui, YongHai; Yang, Jinghui; Xing, Xuejian; Hou, Yadong; Wu, Yang; Fan, Kui; Wang, Wei; Journal of Chemistry; vol. 2018; (2018);,
Indoline – Wikipedia,
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Related Products of 20780-72-7, 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. 20780-72-7, name is 4-Bromoisatin, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a general procedure, a mixture of 4-chloroindoline-2,3-dione(4.4 mmol), K2CO3 (1.8 g), P-chlorobenzyl bromide (1.1 g) in DMF(10 mL) was stirred at room temperature for 4 h under argon. Thenthe reaction was quenched by adding excess ice-water and stirredfor 30 min. The suspensionwas filtered and the residuewas dried toafford 4-chloro-1-(4-chlorobenzyl)indoline-2,3-dione (1.34 g, 90percent)as a red solid without further purification. This was directly used in the next step; NH2OHHCl (1.5 mmol) was added to a solution of 4-chloro-1-(4-chlorobenzyl)indoline-2,3-dione (1.4 mmol) in Pyridine(5 mL) and the resulting mixture was heated to 110 C andstirred for 2 h. After cooling to room temperature, the resultingsolution was poured into aqueous HCl (1 M, 50 mL) and extractedwith EtOAc (350 mL). The combined organic layer was washedwith brine (330 mL), dried over Na2SO4, concentrated underreduced pressure and then recrystallized to produce 5a (382 mg,85percent) as a yellow solid. The derivatives 5b, 5c were preparedthrough this procedure by using 4-bromoindoline-2,3-dione and 4-iodoindoline-2,3-dione as material.

The chemical industry reduces the impact on the environment during synthesis 4-Bromoisatin. I believe this compound will play a more active role in future production and life.

Reference:
Article; Li, Yuyin; Pan, Guojun; Chen, Yue; Yang, Qian; Hao, Tiantian; Zhao, Lianbo; Zhao, Long; Cong, Yusheng; Diao, Aipo; Yu, Peng; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 370 – 378;,
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Related Products of 20780-72-7, 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. 20780-72-7, name is 4-Bromoisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A. Synthesis of 4-bromo-1-(pyridin-2-ylmethyl)-1H-indole-2,3-dione To a solution of 4-bromoisatin (8.94 g, 39.5 mmol) in anhydrous N,N-dimethylformamide (100 mL) was added sodium hydride (3.34 g, 86.9 mmol, 60percent dispersion in mineral oil) in portions at 0¡ã C. The brown reaction mixture was stirred for 30 min followed by the addition of a solution of 2-(bromomethyl)pyridine hydrobromide (10.0 g, 39.5 mmol) neutralized with sodium hydride (1.52 g, 39.5 mmol, 60percent dispersion in mineral oil) in N,N-dimethylformamide at 0¡ã C. The reaction mixture was stirred for 16 h and quenched with water (100 mL). The reaction mixture was extracted with diethyl ether (3*100 mL) and the aqueous layer was extracted with ethyl acetate (3*100 mL). The combined organic layers was washed with water (5*200 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness. The residue was triturated with ether to afford the title compound (10.6 g, 85percent) as a brown solid: 1H NMR (300 MHz, DMSO-d6) delta 8.53 (d, 1H), 7.67 (t, 1H), 7.30 (t, 2H), 7.25-7.19 (m, 2H), 6.94 (d, 1H), 5.04 (s, 2H); 13C NMR (75 MHz, DMSO-d6) delta 180.5, 157.3, 154.2, 152.3, 149.5, 138.4, 137.5, 128.6, 123.3, 122.3, 121.5, 116.4, 110.3, 45.8.

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

Reference:
Patent; XENON PHARMACEUTICALS INC.; US2010/173967; (2010); A1;,
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