Category: indolines-derivatives

Application of 603-62-3, 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. 603-62-3, name is 3-Nitrophthalimide, This compound has unique chemical properties. The synthetic route is as follows.

160 ml of 80 wt% aqueous solution of hydrazine hydrate was added to the three-necked flask, heated to reflux (110 C), refluxed for 3 hours, and the plate confirms that 3-nitrophthalimide has been consumed completely and cooled To room temperature, To obtain a mixed product B containing 3-nitrophthalhydrazide

The chemical industry reduces the impact on the environment during synthesis 3-Nitrophthalimide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wuhan Desheng Biochemical Technology Co., Ltd.; Wang Zhongxi; Wang Anqi; Xiong Fei; Liu Jie; (8 pag.)CN106810501; (2017); A;,
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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, Product Details of 7699-18-5

General procedure: A mixture of 2a-j (1.50 mmol) and 5 (1.50 mmol) in ethanol (10 mL) was treated with a catalytic amount of piperidine. The reaction mixture was stirred under reflux until complete consumption of the substituted indolin-2-ones was observed by TLC. After cooling, the precipitate was filtered, recrystallised from absolute ethanol and dried in air to furnish pure (E)-3-(benzothiazol-2-ylmethylene)indolin-2-ones 6a-j.

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; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
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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. 7477-63-6, name is 7-Chloroisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H4ClNO2

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 °C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

The synthetic route of 7477-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zhansheng; Gao, Lingli; Xu, Zhongyun; Ling, Zhi; Qin, Yaqi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 73; 4; (2017); p. 385 – 394;,
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102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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. Recommanded Product: 102359-00-2

Prepared from 2-oxoindoline-5-carboxylic acid (500.0 mg, 2.87 mmol), conc. HCl (1.0 mL), AcOH (6.0 mL) and 3,5-dichloro-4-hydroxybenzaldehyde (536.7 mg, 2.87 mmol), 95 oC, 16 h. Yield = 640.0 mg, 65% (E/Z mixture). Major isomer: 1H NMR (DMSO-d6, 400 MHz) delta 10.9 (s, 1H), 8.2 (s, 1H), 7.88 (d, J = 1.7, 8.4 Hz), 7.80 (s, 2H), 7.57 (s, 1H), 6.97 (s, 8.0 Hz, 1H); MS (ES) m/z 384.0 [M+H]+ LCMS RT = 0.83 min (1 min method).

The synthetic route of 102359-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dumas, Megan E.; Chen, Geng-Yuan; Kendrick, Nicole D.; Xu, George; Larsen, Scott D.; Jana, Somnath; Waterson, Alex G.; Bauer, Joshua A.; Hancock, William; Sulikowski, Gary A.; Ohi, Ryoma; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 148 – 154;,
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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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 446292-08-6

Methylamine (40% strength, 153.2 ml) was added to suspension of 2-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione (150 gm) in methanol (1500 ml) at 25 to 30 C. The reaction mass was refluxed for 6 hr, cooled to 25-30 C., followed by slow addition of acetic acid (300 ml) reaction mass. Thereaction mass was stirred for 30 min at 25-30 C. pH of the reaction mass was adjusted to 2-3 using conc. HCl. Reaction mass was stirred for 1 hr & filtered off the solid. The solid obtained was washed with methanol (50 ml) Obtained solid dissolved in mixture of methanol (500 ml) and methylene dichloride (750 ml) by adjusting pH of reaction mass to 7-8 using triethylamine at 25-30 C. and stirred till clear solution was obtained, then adjusted the pH of reaction mass to 4-5 by using acetic acid at 25-30 C. Reaction mass was stirred for 1 h at 25-30 C. and filtered off the solid. The solid obtained was washed with methanol (50 ml) and dried under vacuum at 50 to 55 C. for 5 hr to obtain 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one hydrochloride. [Yield=92.4 gm (80%); Purity (HPLC)=98.0%]

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mathad, Vijayavitthal Thippannachar; Patil, Nilesh Sudhir; Niphade, Navnath Chintaman; Mali, Anil Chaturlal; Bodake, Mahendra Bhagirath; Ippar, Sharad Subhash; Talla, Rajesh; US2015/11756; (2015); A1;,
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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. 334952-09-9, name is 2-Oxoindoline-6-carboxylic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Oxoindoline-6-carboxylic acid

8. 2-oxoindoline-6-carboxylic acid (1 equivalent), 3-((5-(formylfuran-2-yl)methylene)-N-acetyl-2-oxoindoline (1.2 equivalents) and piperidine (0.2 equivalent) were dissolved in ethanol such that 1 mL of ethanol was used per 1 mumol of the total amount of the compounds, and the resulting mixture was stirred at room temperature for 2 hours. After completion of the reaction, the resulting precipitate was collected by filtration, washed with cooled ethanol several times and dried, whereby (3E)-3-((5-((E)-(1-acetyl-2- oxoindolin-3-ylidene)methyl)furan-2-yl)methylene)-2-oxoindoline-6-carboxylic acid (6) was obtained. 1H-NMR (d6-DMSO, 400 Mz): 10.72 (s, br, 1H), 8.77 (s, 1H), 8.40 (d, J= 3.91 Hz, 1H), 8.25 (m, 1H), 8.03 (s, 1H), 8.17 (t, J= 7.81 Hz, 1H), 7.90 (s, 1H), 7.71 (s, 1H), 7.65 (d, J= 3.91 Hz, 1H), 7.63 (d, J= 7.80 Hz, 1H), 7.60 (d, J= 7.80 Hz, 1H), 7.11 (d, J= 7.80 Hz, 1H), 6.88 (t, J= 7.81 Hz, 1H), 2.66 (s, 3H), MS m/z: 440(M)+

The synthetic route of 334952-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Theravalues Corporation; EP2130829; (2009); A1;,
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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 17564-64-6 as follows. COA of Formula: C9H6ClNO2

General procedure: The initial carbonyl compound (50 mmol) was dissolved/suspended in ethanol (50 mL) and magnetically stirred with thiosemicarbazide (50 mmol) and catalytic amounts of acetic acid for 8-24 h at room temperature. The obtained thiosemicarbazone was filtered, washed with appropriate solvent (n-hexane, petroleumether or diethyl ether) and dried under vacuum. The intermediate thiosemicarbazone (50 mmol) reacted with ethyl bromoacetate (50 mmol), in methanol (50 mL) and sodium acetate (50 mmol) at room temperature under magnetic stirring for 24 h. The resulting 4-thiazolidinone was poured on ice, filtered or extracted with chloroform (3 x 100 mL) and purified by column chromatography (SiO2, ethyl acetate/n-hexane). Then, the obtained thiazolidinone (50 mmol) was dissolved/suspended in 50 mL of anhydrous acetone in the presence of anhydrous potassium carbonate (50 mmol), and reacted with equimolar amounts of 4-nitrobenzyl bromide, 1-(chloromethyl)naphthalene and N-(chloromethyl)phthalimide for 24-48 h. The product was poured on ice, filtered or extracted with chloroform (3 x 50 mL) and purified by column chromatography (SiO2, ethyl acetate/n-hexane) in order to obtain the title compoundsin high yields. 7.1.62 2-((2-(2-Cyclopentylidenehydrazono)-4-oxothiazolidin-3-yl)methyl)isoindoline-1,3-dione (10C) Pink powder, mp 169-175 C, 85% yield; 1H NMR (400 MHz, DMSO-d6): delta 1.62 (bs, 4H, cyclopentane), 2.15 (bs, 2H, cyclopentane), 2.29 (bs, 2H, cyclopentane), 3.98 (s, 2H, CH2, thiazolidinone), 5.51 (s, 2H, ArCH2), 7.84-7.93 (m, 4H, Ar).

According to the analysis of related databases, 17564-64-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; De Monte, Celeste; Carradori, Simone; Bizzarri, Bruna; Bolasco, Adriana; Caprara, Federica; Mollica, Adriano; Rivanera, Daniela; Mari, Emanuela; Zicari, Alessandra; Akdemir, Atilla; Secci, Daniela; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 82 – 96;,
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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. 112656-95-8, name is 7-Nitroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 7-Nitroindoline-2,3-dione

Step 3: 2-Amino-3-nitro-benzoic acid; To a ice cold solution of 7-nitro-1 H-indole-2,3-dione (9 g, 47 mmol) in 2 M aqueous sodium hydroxide (50 ml_), 30% hydrogen peroxide (9 ml.) was added drop wise. The mixture was warmed to room temperature and stirred overnight. The mixture was carefully acidified by addition of a saturated citric acid solution. The solid precipitate was collected by filtration, washed with water and dried in a vacuum oven to get 6 g of the required product as a yellow coloured solid (70%).1H NMR (300 MHz, DMSOd6): delta (ppm) = 8.9(br.s, 1 H), 8.19(m, 2H), 6.63(m, 1 H). HPLC purity: 98 %. LCMC(-ive mode): 93% and m/z:181.9

According to the analysis of related databases, 112656-95-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; THUNUGUNTLA, Siva Sanjeeva Rao; SUBRAMANYA, Hosahalli; KUNNAM, Satish Reddy; SANIVARU VIJAY, Sekhar Reddy; BINGI, Chakrapani; KUSANUR, Raviraj; SCHWARZ, Matthias; ARLT, Michael; WO2010/115736; (2010); A2;,
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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. 13861-75-1, name is Spiro[cyclopropane-1,3′-indolin]-2′-one, A new synthetic method of this compound is introduced below., Formula: C10H9NO

A 5 mL microwave vial equipped with a stirrer bar was charged with spiro[cyclopropane-1,3?-indolin]-2?-one (20 mg, 0.125 mmol, 1 equiv) and MgI2 (1.74 mg, 6.25 mumol, 5 mol%) before being capped and purged with N2. THF (0.6 M, 0.2 mL) and trimethyl triazinane (18 muL, 0.125 mmol, 1 equiv) were then added and the reaction mixture was heated to 125 C in a sand-bath for 60 h. The reaction mixture was then cooled to r.t. before being diluted with EtOAc (5 mL) and washed with H2O (5 mL) and brine (5 mL). The organic layers were then passed through a hydrophobic frit and concentrated under vacuum before being purified (silica gel; EtOAc-petroleum ether, 50% then MeOH-CH2Cl2, 20%) to afford the desired product. Yield: 14 mg (55%); pale-yellow oil. IR (solid): 3192, 3060, 2943, 2787, 1707, 1619, 1472, 1336, 1195 cm-1. 1H NMR (400 MHz, CDCl3): delta = 8.45 (s, 1 H), 7.41 (d, J = 7.3 Hz, 1 H), 7.19 (td, J = 7.7, 1.2 Hz, 1 H), 7.04 (td, J = 7.6, 1.0 Hz, 1 H), 6.89 (d, J =7.7 Hz, 1 H), 3.11-3.00 (m, 1 H), 2.91 (s, 2 H), 2.88-2.74 (m, 1 H), 2.49 (s, 3 H), 2.41 (ddd, J = 12.5, 7.7, 4.7 Hz, 1 H), 2.12 (dt, J = 12.9, 7.5 Hz,1 H). 13C NMR (101 MHz, CDCl3): delta = 182.7, 140.1, 136.0, 127.8, 123.4, 122.9, 109.5, 66.2, 56.7, 53.6, 41.8, 38.0. HRMS (NSI): m/z [M + H]+ calcd for C12H15N2O: 203.1179; found: 203.1177.

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; Seath, Ciaran P.; Fyfe, James W. B.; Molloy, John J.; Watson, Allan J. B.; Synthesis; vol. 49; 4; (2017); p. 891 – 898;,
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Related Products of 20870-79-5, 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 20870-79-5 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, 20870-79-5, 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;,
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