Category: 7699-18-5

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., Quality Control of 5-Methoxyindolin-2-one

General procedure: To a 25 mL round bottomed flask was added different substituted oxindoles 8 (0.2 mmol, 1.0 equiv.) and bromoethylsulfonium salt 9 (132.99 mg, 0.3 mmol, 1.5 equiv.), DMF (2 mL). The mixture was stirred at room temperature for 5min and Et3N (61.88 mg, 0.6 mmol, 3.0 equiv.) was added into reaction system. The mixture was stirred for 6h at room temperature until the reaction completed, quenched with saturated ammonium chloride solution (5 mL), and was extracted with EtOAc (3×30 mL). The combined organic layer washed with H2O (2×10 mL), dried with anhydrous sodium sulfate. After concentration, product was purified using column chromatography on silica gel with suitable eluent.

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

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, category: indolines-derivatives

General procedure: 4.4.22 (Z)-5-methoxy-3-((2-(thiophen-2-yl)-1H-benzo[d]imidazol-6-yl)methylene)indolin-2-one (6b) Compound 6b was prepared according to the method described for compound 5a, employing aldehyde 14 (114 mg, 0.5 mmol) and 5-methoxyindolin-2-one (12b, 81 mg, 0.5 mmol) to obtain the pure product 6b as a yellow solid (104 mg, 56%); mp: 189-191 C; IR (KBr): 3420, 3152, 2920, 2330, 1689, 1640, 1603, 1476, 1430, 1308, 1209, 1092, 1037, 862 cm-1; 1H NMR (300 MHz, DMSO-d6): delta 10.33 (bs, 1H), 7.94-7.83 (m, 2H), 7.75 (s, 1H), 7.68 (s, 1H), 7.67 (s, 1H), 7.55 (d, J = 8.3 Hz, 1H), 7.34 (d, J = 8.4 Hz, 1H), 7.20 (t, J = 4.9 Hz, 1H), 6.84-6.64 (m, 2H), 3.62 (s, 3H); 13C NMR (75 MHz, CDCl3 + DMSO-d6): delta 168.8, 153.7, 148.6, 137.2, 136.3, 133.0, 128.8, 127.0, 126.3, 124.0, 121.9, 114.1, 113.6, 109.9, 109.4, 108.6, 55.0; MS (ESI): m/z 374 [M + H]+; HRMS (ESI): calcd for C21H16O2N3S m/z 374.09561 [M + H]+; found 374.09577.

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 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.

B. (E)-5-Methoxy-3-((3-(6-morpholinopyridin-3-yl)-l-((2-(trimethylsilyl)ethoxy)methyl)- lH-indazol-6-yl)methylene)indolin-2-oneA round bottom flask was charged with 5-methoxyoxindole (100 mg, 0.61 mmol), 3-(6-Morpholinopyridin-3-yl)-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-indazole- 6-carbaldehyde (266 mg, 0.61 mmol), piperidine (6 uL, 0.06 mmol) and MeOH (4 mL). The reaction was then heated to 6O0C for 4h. An orange precipitate formed which was further precipitated by cooling to room temperature. The orange powder was then filtered and washed with MeOH to give the title compound (224 mg, 63 %). 1H NMR (400 MHz, DMSO-d6) 10.46 (s, I H), 8.79 (d, J = 1.5 Hz, I H), 8.20 (d, J = 8.5, I H), 8.17- 8.13 (m, 2H), 7.77 (s, I H), 7.57 (d, J = 8.3 Hz, IH), 7.13 (s, IH), 7.01 (d, J = 8.5 Hz, I H), 6.85 (d, J = 8.5 Hz, I H), 6.80 (d, J = 8.5 Hz, I H), 5.82 (s, 2H), 3.73 (t, J = 4.3 Hz, 4H), 3.62-3.53 (m, 9H), 0.82 (t, J = 8.2 Hz, 2H), -0.12 (s, 9H); MS ESI 584.3 [M + H]+, calcd for [C32H37N5O4Si + H]+ 584.26.

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.

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., Quality Control of 5-Methoxyindolin-2-one

General procedure: To the 3-subtitutedphenyl-1H-pyrazole-5-carbaldehydes 11(a-d) prepared in the above step was added corresponding substituted oxindoles and catalytic amount of piperdine (1.0ml) in ethanol. Heated the reaction mixture to reflux for 4h at 85C. The solid compounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying the final compounds (Z)-3-((3-phenyl-1H-pyrazol-5-yl)methylene)indolin-2-one analogs 12(a-u) were obtained as pure solids (yield 75-80%).

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:
Article; Kamal, Ahmed; Shaik, Anver Basha; Jain, Nishant; Kishor, Chandan; Nagabhushana, Ananthamurthy; Supriya, Bhukya; Bharath Kumar; Chourasiya, Sumit S.; Suresh, Yerramsetty; Mishra, Rakesh K.; Addlagatta, Anthony; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 501 – 513;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products 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.

General procedure: 4.4.14 (Z)-3-((2-(3,5-difluorophenyl)-1H-benzo[d]imidazol-6-yl)methylene)-5-methoxyindolin-2-one (5n) Compound 5n was prepared according to the method described for compound 5a, employing aldehyde 11d (129 mg, 0.5 mmol) and 5-methoxyindolin-2-one (12b, 81 mg, 0.5 mmol) to obtain the pure product 5n as a yellow solid (110 mg, 55%); mp: 296-298 C; IR (KBr): 3425, 3165, 2925, 2357, 1673, 1640, 1560, 1410, 1282, 1190, 1120, 942, 866, 745 cm-1; 1H NMR (300 MHz, DMSO-d6): delta 10.69 (bs 1H), 8.04 (s, 1H), 7.91 (s, 3H), 7.75 (s, 1H), 7.62 (s, 2H), 7.47 (t, J = 7.9 Hz, 1H), 7.05-6.87 (m, 2H), 3.79 (s, 3H); 13C NMR (75 MHz, CDCl3 + DMSO-d6): delta 168.8, 164.4 and 161.3 (d, J = 246.1 Hz), 163.7 and 161.7 (d, J = 246.1 Hz) 160.7,154.6, 149.7, 141.2, 137.5, 134.6, 128.7 (d, J = 4.9 Hz), 127.6, 125.4, 124.8, 122.7, 120.6, 118.6, 109.8, 109.4, 105.7, 55.2; MS (ESI): m/z 404 [M + H]+; HRMS (ESI): calcd for C23H16O2N3F2 m/z 404.12308 [M + H]+; found 404.12758.

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:
Article; Kamal, Ahmed; Nagaseshadri; Nayak, V. Lakshma; Srinivasulu, Vunnam; Sathish, Manda; Kapure, Jeevak Sopanrao; Suresh Reddy; Bioorganic Chemistry; vol. 63; (2015); p. 72 – 84;,
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., Recommanded Product: 7699-18-5

General procedure: A 50 mL round-bottom flask equipped with a reflux condenser and a magnetic stir bar was charged with indolin-2-one (10.0 mmol), ethanol(10 mL), acetone (7.3 mL, 0.1 mmol, 10.0 equiv), benzylamine(0.33 mL, 3.0 mmol, 0.3 equiv), and acetic acid (0.17 mL, 3.0 mmol,0.3 equiv). Then, the reaction mixture was heated under reflux for 2 h. The precipitation was filtered off and washed with cold PE (10 mL). The obtained product was dried for 30 min and used without further purification.

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:
Article; Hu, Wei-Qiang; Xu, Xiu-Hua; Qing, Feng-Ling; Journal of Fluorine Chemistry; vol. 208; (2018); p. 73 – 79;,
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. Quality Control of 5-Methoxyindolin-2-one

General procedure: To a Schlenk tube were added indolin-2-one 1 (0.3 mmol), t-BuOOH (0.6 mmol), and DCE (2 mL). Then the tube was stirred at 85 oC under air for the indicated time until complete consumption of starting material monitored by TLC analysis. After the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was re-extracted with ethyl acetate (3¡Á10 mL). The combined organic extracts were dried over Na2SO4, removal of the solvent under vacuum afforded the crude product, which was purified further by column chromatography using hexane-ethyl acetate (10:1).

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

Reference:
Article; Ying, Wei-Wei; Zhu, Wen-Ming; Liang, Hongze; Wei, Wen-Ting; Synlett; vol. 29; 2; (2018); p. 215 – 218;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 7699-18-5,Some common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, molecular formula is C9H9NO2, 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 solution of 2-oxindole (3.76mmol) in dry THF (8 mL) was added BuLi (1.63 M, 7.52 mmol) at -78 C followedby N,N,N,N-tetramethylethylenediamine (7.52 mmol). After stirring themixture for 1 h at the same temperature, 4-(2-iodoethyl)-N,N-dimethylaniline(4.51 mmol) dissolved in THF (8 mL) was added dropwise to thesolution. Then, the solution was allowed to warm to ambient temperature, andthe stirring was continued for further 2 h. The reaction mixture was pouredinto saturated ammonium chloride solution and the product was extracted withethyl acetate. The organic layer was dried over anhydrous sodium sulfate,filtered, and concentrated under reduced pressure. The residual was purified bysilica gel column chromatography (hexane/ethyl acetate/acetone = 5/1/1) toafford 2 (74%) as a pale pink solid.

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

Reference:
Article; Furuta, Kyoji; Kawai, Yu; Mizuno, Yosuke; Hattori, Yurika; Koyama, Hiroko; Hirata, Yoko; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4457 – 4461;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 7699-18-5, The chemical industry reduces the impact on the environment during synthesis 7699-18-5, name is 5-Methoxyindolin-2-one, I believe this compound will play a more active role in future production and life.

PREPARATION A N-methyl-5-methoxyoxindole 5-methoxy oxindole (450 mg, 2.76 mmol) and potassium carbonate (585 mg, 4.23 mmol) were combined in 45 ml of acetone under an inert atmosphere. To this white, heterogenous mixture was added 0.33 ml of methyl iodide (5.30 mmol) via syringe. The reaction mixture was stirred at room temperature for 10 hours and then at 75 C. for 3 hours. Additional potassium carbonate and methyl iodide were added (290 mg and 0.11 ml, respectively), and the reaction mixture was stirred at 75 C. for 6 more hours. The reaction mixture was then poured into 300 ml of saturated brine solution and extracted with 3*200 ml ether. The combined organic layers were dried over MgSO4, filtered, and stripped to a yellow oil. This was purified via flash chromatography (3:1 ethyl ether/hexane) to provide the title compound (307 mg, 63% yield) as white crystals: m.p. 93-94 C. M/z calculated for C10 H11 NO2: 177.0790, Found: 177.08066.

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:
Patent; Pfizer Inc.; US5502072; (1996); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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, SDS of cas: 7699-18-5

General procedure: 4.4.2 (Z)-5-methoxy-3-((2-(4-methoxyphenyl)-1H-benzo[d]imidazol-6-yl)methylene)indolin-2-one (5b) Compound 5b was prepared according to the method described for compound 5a, employing aldehyde 11a (126 mg, 0.5 mmol) and 5-methoxyindolin-2-one (12b, 81 mg, 0.5 mmol) to obtain the pure product 5c as a yellow solid (114 mg, 58%); mp: 177-179 C; IR (KBr): 3422, 3153, 2931, 2352, 1681, 1642, 1576, 1474, 1435, 1254, 1179, 1029, 961, 864 cm-1; 1H NMR (300 MHz, DMSO-d6): delta 10.41 (bs, 1H), 8.25-8.16 (m, 3H), 7.82 (s, 1H), 7.72 (d, J = 8.1 Hz, 1H), 7.58 (d, J = 8.3 Hz, 1H), 7.40 (s, 1H), 7.12 (d, J = 8.6 Hz, 2H), 6.82-6.70 (m, 2H), 3.90 (s, 3H), 3.68 (s, 3H); 13C NMR (75 MHz, DMSO-d6): delta 168.9, 160.6, 154.3, 153.7, 153.1, 137.4, 136.2, 128.0, 127.9, 127.6, 126.1, 124.5, 123.7, 122.0, 121.9, 113.9, 109.9, 108.5, 55.0; MS (ESI): m/z 398 [M + H]+; HRMS (ESI): calcd for C24H20O3N3 m/z 398.14923 [M + H]+; found 398.14992.

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; Kamal, Ahmed; Nagaseshadri; Nayak, V. Lakshma; Srinivasulu, Vunnam; Sathish, Manda; Kapure, Jeevak Sopanrao; Suresh Reddy; Bioorganic Chemistry; vol. 63; (2015); p. 72 – 84;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem