Category: 7699-18-5

Adding a certain compound to certain chemical reactions, such as: 7699-18-5, name is 5-Methoxyindolin-2-one, 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 7699-18-5, name: 5-Methoxyindolin-2-one

General procedure: The appropriate indolin-2-one (10 mmol) was dissolved in methanol (100 mL) and treated with the equivalent of the appropriate imidazo[2,1-b]thiazole-5-carbaldehyde 2 and piperidine (1 mL toobtain compounds 6, 8, 10) or 37% hydrochloric acid (1 mL to obtain compounds 7, 9). The reaction mixture was refluxed for 8-13 h (according to a TLC test), and the precipitate formed on cooling was collected by filtration.

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

Reference:
Article; Conti, Ilaria; Morigi, Rita; Locatelli, Alessandra; Rambaldi, Mirella; Bua, Gloria; Gallinella, Giorgio; Leoni, Alberto; Molecules; vol. 24; 6; (2019);,
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Reference of 7699-18-5, 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. 7699-18-5 name is 5-Methoxyindolin-2-one, 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.

General procedure: Compounds 8 and 10 were prepared from azo coupling of aryldiazonium salts 3a,b with5-methoxyindolin-2-one 2, previously described [24]. Aryldiazonium salts were prepared startingto corresponding amines (21.5 mmol) in HCl 6N (11 mL) with water solution (7.5 mL) of sodiumnitrite (23 mmol). This solution was added to solution of indol-2-one (21.5 mmol) and sodium acetate(43 mmol) in methanol (59 mL) at 0 C. The resulting precipitate was filtered and purified.

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

Reference:
Article; Purgatorio, Rosa; De Candia, Modesto; De Palma, Annalisa; De Santis, Francesco; Pisani, Leonardo; Campagna, Francesco; Cellamare, Saverio; Altomare, Cosimo Damiano; Catto, Marco; Molecules; vol. 23; 7; (2018);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, 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. Computed Properties of C9H9NO2

Description 13:5-Hydroxyindolin-2-oneTo 5-methoxyindolin-2-one (200 mg, 1.23 mmol) in dry DCM (5 ml), cooled down to 0C, was added a solution of boron tribromide in DCM (1M, 3.5 equiv., 4.3 ml). The reaction mixture was slowly warmed up to room temperature and stirred overnight, then carefully poured into stirring ice-water and stirred for 1 hour. The precipitate was collected by filtration, washed with water, air-dried to give the title compound as a grey solid. The results of NMR spectroscopy set out below indicate the final product was the title compound D13.’H NMR (dmso-d6): 10.06 (1 H, NH, br s), 8.93 (1H, OH. br s), 6.65 (1 H. s), 6.60-6.52 (2H, m), 3.37 (2H, s).13C NMR (dmso-d6): 176.1 , 152.2, 135.5, 126.9, 113.3, 112.3, 109.3, 33.1. MS: (MH+ 41) 191.0.

The synthetic route of 5-Methoxyindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Greenwich; SPENCER, John; WO2012/25726; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, 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. name: 5-Methoxyindolin-2-one

General procedure: To a solution of 4-(4-(hydrazinecarbonyl)-5-phenyl-1H-pyrazol-1-yl)benzenesulfonamide (10) (10 mmol, 0.36 g) in 20 mL ethanol, 10 mmol of 5-(un)substituted isatin or N-benzyl isatin was added followed by catalytic amount of acetic acid (0.5 mL). The reaction mixture was refluxed for 1 h. The formed precipitate, in case of 11a-e, was filtered, washed with hot ethanol and recrystallizedf rom DMF/ EtOH to give the targeted compounds 11a-e. Concerning compound 11f, the precipitate formed after cooling was filtered and recrystallized from DMF/ EtOH. 4.1.5.4 4-(4-(2-(5-Methoxy-2-oxoindolin-3-ylidene)hydrazine-1-carbonyl)-5-phenyl-1H-pyrazol-1-yl)benzenesulfonamide (11d) Orange powder, 81% yield; mp > 300 C. IR (KBr) numax/cm-13414-3190 (NH2, NH), 1722-1690 (C=O), 1512 (C=N), 1322, 1156 (SO2). 1H NMR (DMSO-d6, 300 MHz) delta 3.77 (s, 3H, OCH3), 6.81 (dd, 1H, J = 11.4, 8.6 Hz, H-7 of isatin), 6.91-7.08 (m, 1H, Ar-H), 7.30-7.43 (m, 6H, Ar-H), 7.45 (s, 2H, SO2NH2, D2O exchangeable), 7.80 (d, 2H, J = 8.7 Hz, Ar-H), 8.34, 8.49 (2s, 1H, H-3 of pyrazole), 10.55, 11.02 (2s, 1H, NH isatin, D2O exchangeable), 11.31, 13.12 (2s, 1H, NH hydrazone, D2O exchangeable). 13C NMR (DMSO-d6, 75 MHz) delta 55.58, 105.73, 110.91, 111.91, 112.39, 115.65, 118.23, 120.46, 125.74, 126.50, 128.29, 129.23, 130.23, 135.90, 137.35, 141.14, 142.19, 143.31, 154.45, 155.32, 162.60, 164.74. MS m/z [%] 516 [M+, 7.62], 326 [100]. Anal. Calcd for C25H20N6O5S (516.53): C, 58.13; H, 3.90; N, 16.27; S, 6.21. Found: C, 58.30; H, 3.96; N, 16.38; S, 6.32.

The synthetic route of 5-Methoxyindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ibrahim, Hany S.; Abou-Seri, Sahar M.; Tanc, Muhammet; Elaasser, Mahmoud M.; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 583 – 593;,
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Application of 7699-18-5, A common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, molecular formula is C9H9NO2, 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.

In a 10 mL flask 94 mg (0.58 mmol) 2 and 171 mg (0.64 mmol) 3 [24] were dissolved in 3.0 mL of ethyl alcohol, four drops of piperidine were added and the mixture was refluxed for 4 h. The solution was allowed to cool and stored in a refrigerator overnight. The orange crystals that have precipitated were filtered andwashed with small amounts of ethyl alcohol and petrol ether and yielded after drying under vacuum 107 mg (45%) of 5. Mp: 220e222 C, 1H NMR (d, ppm, DMSO-d6): 0.99 (t, 6H, 2 CH3), 2.45 (s, 3H, CH3/ pyrrole), 2.46 (s, 3H, CH3/pyrrole), 2.52 (m, 6H, 3 CH2), 3.29 (q, 2H, CH2), 3.79 (s, 3H, CH3O), 6.71 (m, 1H, CH), 6.78 (d, 1H, CH), 7.42 (t, 1H, CONH), 7.50 (d, 1H, CH), 7.68 (s, 1H, CHvinyl), 10.72 (s, 1H, NHoxindole), 13.76 (s, 1H, NHpyrrole), 13C NMR (d, ppm, DMSO-d6): 10.63 (CH3), 11.84 (CH3), 13.23 (CH3), 36.90 (CH2), 46.43 (CH2), 51.56 (CH2), 55.56 (OCH3), 104.44, 109.80, 112.54, 115.60, 120.27, 13.64, 125.62, 126.40, 129.00, 132.19, 135.65, 154.81 (12 C]C), 164.52 (C]O), 169.42 (C]O), ESI-MS (ESth): m/z ¼ 411.42 (M th H).

The synthetic route of 7699-18-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Caballero, Julio; Munoz, Camila; Alzate-Morales, Jans H.; Cunha, Susana; Gano, Lurdes; Bergmann, Ralf; Steinbach, Joerg; Kniess, Torsten; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 272 – 280;,
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 7699-18-5 as follows. Computed Properties of C9H9NO2

General procedure: Compounds 8 and 10 were prepared from azo coupling of aryldiazonium salts 3a,b with5-methoxyindolin-2-one 2, previously described [24]. Aryldiazonium salts were prepared startingto corresponding amines (21.5 mmol) in HCl 6N (11 mL) with water solution (7.5 mL) of sodiumnitrite (23 mmol). This solution was added to solution of indol-2-one (21.5 mmol) and sodium acetate(43 mmol) in methanol (59 mL) at 0 C. The resulting precipitate was filtered and purified.

According to the analysis of related databases, 7699-18-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Purgatorio, Rosa; De Candia, Modesto; De Palma, Annalisa; De Santis, Francesco; Pisani, Leonardo; Campagna, Francesco; Cellamare, Saverio; Altomare, Cosimo Damiano; Catto, Marco; Molecules; vol. 23; 7; (2018);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 7699-18-5, 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. 7699-18-5, name is 5-Methoxyindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methoxy-2,3-dihydro-1H-indole-2-one (5 g, 30.64 mmol) and diisopropylamine (6.14 g, 60.79 mmol) in anhydrous tetrahydrofuran (50 mL) was slowly added n-butyllithium (49 mL, 122.68 mmol, 2.5 M n-hexane solution).The mixture was stirred for 1 hour and 1,2-dibromoethane (6.89 g, 36.68 mmol) was slowly added.The mixed solution was transferred to room temperature for reaction. The reaction was then quenched by adding 100 mL of water,And extracted with ethyl acetate (3 x 300 mL). The combined organic layers were dried over anhydrous sodium sulfate,Suction filtered and concentrated in vacuo. Passing a gradient flash column (ethyl acetate / petroleum ether) gave compound 10 as an off-white solid, 2.5 g, yield 43%.

The chemical industry reduces the impact on the environment during synthesis 5-Methoxyindolin-2-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangdong Pharmaceutical University; Ye Lianbao; Shi Peiqi; Zhu Daqian; Zhao Tao; Chen Weiqiang; Gao Wei; Luo Yan; (27 pag.)CN110256429; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 7699-18-5, 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 7699-18-5 as follows.

General procedure: To the phenstatin-3-aldehyde/isocombretastatin-3-aldehyde(16a-b) (0.303 mmol/0.304 mmol) prepared in the above stepwas added corresponding substituted oxindoles (17a-h)(0.303 mmol) and catalytic amount of piperidine (1.0 ml) in ethanol.Heated the reaction mixture to reflux for 4 h at 85 C. The solidcompounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying thefinal compounds phenstatin/isocombretastatin-oxindole analogs(5a-h and 6a-h) were obtained as pure solids (yield 71-90%).

According to the analysis of related databases, 7699-18-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kumar, G. Bharath; Nayak, V. Lakshma; Sayeed, Ibrahim Bin; Reddy, Vangala Santhosh; Shaik, Anver Basha; Mahesh, Rasala; Baig, Mirza Feroz; Shareef, Mohd Adil; Ravikumar; Kamal, Ahmed; Bioorganic and Medicinal Chemistry; vol. 24; 8; (2016); p. 1729 – 1740;,
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. 7699-18-5, name is 5-Methoxyindolin-2-one, A new synthetic method of this compound is introduced below., name: 5-Methoxyindolin-2-one

5-Methoxyisatin (5.0 g) and 30 mL hydrazine hydrate were heated to reflux for 15 minutes. The reaction mixture was cooled to room temperature and 50 mL water was added. The mixture was extracted 3 times with 25 mL of ethyl acetate, the organic layers were combined, dried over anhydrous sodium sulfate and concentrated to give a yellow solid. The solid was stirred in ethyl acetate and 1.1 g of insoluble material removed by vacuum filtration and saved. This material proved to be 2-hydrazino-carbonylmethyl-4-anisidine. The filtrate was concentrated and chromatographed on silica gel eluding with ethyl acetate:hexane 1:1 to give 0.7 g of 5-methoxy-2-oxindole as a dirty 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:
Patent; Sugen, Inc.; US6878733; (2005); B1;,
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. 7699-18-5, name is 5-Methoxyindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

General procedure: An oven-dried flask was charged with stir bar, oxindole (0.5 mmol), PIDA (0.25 mmol) in dry acetonitrile (4.0 mL). Then to the reaction mixture TEMPO (0.5 mmol) was added in presence of air and the mixture was stirred at room temperature until complete conversion takes place as indicated by TLC analysis. The resulting reaction mixture was extracted with ethyl acetate (3 10 mL). The combined organics were dried with Na2SO4 and dried under vacuum to afford crude solid. Then the crude product was purified by column chromatography on silica gel.

The synthetic route of 7699-18-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sai Prathima, Parvathaneni; Bikshapathi, Raktani; Rao, Vaidya Jayathirtha; Tetrahedron Letters; vol. 56; 46; (2015); p. 6385 – 6388;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem