Tag: M.W=100-200

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. 16800-68-3, name is 1-Acetylindolin-3-one, A new synthetic method of this compound is introduced below., SDS of cas: 16800-68-3

The N- acetyl-3-indolyl-one 1.75g (10mmol), 1,2- dimethyl-indole 1.35g (10mmol) and cuprous iodide 0.19g (1.0mmol) was dissolved in ethanol, was heated to 60 C after 12 hours the reaction, extracted with dichloromethane, the organic layers combined, dried over anhydrous sodium sulfate, dichloromethane / methanol to give a white solid product was recrystallized from N- acetyl -3- (indol-3-methyl-N- ) – indole (2.8g, yield 92%),

The synthetic route of 16800-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Yat-sen University; Weng, Jiang; Lu, Gui; Guo, Jing; (7 pag.)CN105669516; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 317-20-4, 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. 317-20-4 name is 7-Fluoroisatin, 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: 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.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Fluoroisatin, and friends who are interested can also refer to it.

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

61-70-1, name is 1-Methylindolin-2-one, 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. SDS of cas: 61-70-1

General procedure: An oven-dried reflux tube equipped with a magnetic stir bar and a Teflon stopcock was charged with aryl halide (1 mmol), oxindole (1 mmol),potassium carbonate (1.1 mmol), catalyst nanoparticles (0.05 mmol)and 1,4-dioxane (2 ml) and heated at 70 C. The mixture was vigorously stirred under these reaction conditions and completion of the reaction was monitored by TLC (EtOAc: n-hexane, 25:75). After completion of the reaction, the reaction mixture was cooled to room temperature, the magnetic nanoparticles of the catalyst were collected using a magnet. Ethyl acetate (5 mL) and water (10 mL)were added to the mixture in the next step. The aqueous layer was furtherextracted by ethyl acetate (2*5 mL). The combined organic layerswere washed with saturated brine, dried over CaCl2, filtered, and concentrated to give a residue which was purified by recrystallization from ethanol and water or by column chromatography on silica gelusing EtOAc: n-hexane, 1:7.

The synthetic route of 61-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moghaddam, Firouz Matloubi; Tavakoli, Ghazal; Latifi, Fatemeh; Saeednia, Borna; Catalysis Communications; vol. 75; (2016); p. 37 – 41;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 20870-79-5, name is 5-Nitroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Nitroindolin-2-one

General procedure: A reaction mixture of compound 19-21 (2.35 mmol),compound 14-18 (2.14 mmol) and 2 drops of piperidine was stirred at RT for 3 h. The precipitate was filtered off and dried. The crude compound was purified by column chromatography using ethyl acetate in dichloromethane (13%) to afford the desired products (4, 22-32).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 20870-79-5.

Reference:
Article; Dai, Hou-Ling; Gao, Li-Xin; Yang, Ying; Li, Jing-Ya; Cheng, Jia-Gao; Li, Jia; Wen, Ren; Peng, Yan-Qing; Zheng, Jian-Bin; Bioorganic and Medicinal Chemistry Letters; vol. 22; 24; (2012); p. 7440 – 7443;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 1914-02-9, 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. 1914-02-9, name is 3,3-Dimethylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 3; Preparation of 3, 3-dimethylindoline HCI salt; [0066]HCI 1.3 eq.[0067] The resulting mixture from Example 1 was treated with a slow addition of a solution ofNaBH4 (84 g) in 400 mL DI basified with 5N NaOH (pH~13) water in 3h at a temperature below 10 0C, then warmed to about room temperature. The reaction was worked up by adjusting pH to 8 with 14.5N NH4OH and the phases were then separated. The aqueous phase was extracted with IPAC (300 mL x 2). The combined organic phase was washed with DI water (80 mL) and saturated brine (80 mL) to give the corresponding indoline solution (containing 231 g of 3, 3-dimethylindoline, 85% assay yield.) [0068] To this indoline solution (in heptane/IPAC) was added 194 mL propan-2-ol, followed by the addition of 5 N HCl in IPA (408 mL) to form a suspension, which was stirred for 2h before filtration. The wet cake was then washed with heptane (100 mL x2) to afford the 3,3-dimethylindoline HCl salt. (255.6 g, 75.5% yield, 98.4 A% for the HCl salt).

The synthetic route of 3,3-Dimethylindoline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; KING, Anthony; LARSEN, Robert; LI, Tj; LU, Yuelie; WO2010/71828; (2010); A2;,
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. 1914-02-9, name is 3,3-Dimethylindoline, A new synthetic method of this compound is introduced below., COA of Formula: C10H13N

General procedure: A mixture of 24.5 mg (0.18 mmol) 1,2,3,4-tetrahydroquinoline, 37.3 mg (0.188 mmol) 1-adamatanecarbonyl chloride and 44.4 mg (0.34 mmol) DIPEA in 1 mL DCM was shaken at room temperature for 4 h. The mixture was evaporated, dissolved in DMF and subjected to column chromatography on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid to yield after evaporation of the product containing fractions 34.9 mg (64%) of the title compound as white 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:
Article; Nettekoven, Matthias; Fingerle, Juergen; Grether, Uwe; Gruener, Sabine; Kimbara, Atsushi; Puellmann, Bernd; Rogers-Evans, Mark; Roever, Stephan; Schuler, Franz; Schulz-Gasch, Tanja; Ullmer, Christoph; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1177 – 1181;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 39603-24-2, These common heterocyclic compound, 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, 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: An equimolar mixture of dipolarophile 1/7 (1 mmol), isatin 2a-e/acenaphthenequinone 11 (1 mmol) and sarcosine 3/1,3-thiazolane-4-carboxylic acid 5 (1 mmol) in 2,2,2-trifluoroethanol (10 ml) was refluxed forthe appropriate time (30-40 min). After completion of the reaction asindicated by (TLC), the solid precipitates were filtered and washed withethanol to furnish pure corresponding dispiropyrrolidine/thiapyrrolizidinederivatives. Synthesized compounds were well characterized by 1H NMR, 13CNMR, Mass and single crystal X-ray analysis of representative compounds.

Statistics shows that 5,7-Dimethylindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 39603-24-2.

Reference:
Article; Dandia, Anshu; Singh, Ruby; Khan, Shahnawaz; Kumari, Sukhbeer; Soni, Pragya; Tetrahedron Letters; vol. 56; 30; (2015); p. 4438 – 4444;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 317-20-4, The chemical industry reduces the impact on the environment during synthesis 317-20-4, name is 7-Fluoroisatin, I believe this compound will play a more active role in future production and life.

General procedure: Isatins (1a-j, 3.0 g), hydrazine hydrate (80%, 13 mL) and water (13 mL) were added to a flask equipped with a thermometer with vigorous stirring. The reaction mixture was kept at 140 C in an oil bath for 6 h before being cooled to r.t., when hydrochloric acid (2.0 mol L-1) was added to bring the pH to pH 2. The reaction mixture was stirred at r.t. for 12 h. Compounds 2a-j were obtained by filtering under vacuum and recrystallisation from absolute ethanol.

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; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 611-09-6, A common heterocyclic compound, 611-09-6, name is 5-Nitroindoline-2,3-dione, molecular formula is C8H4N2O4, 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 malononitrile (1 mmol), isatin (1 mmol), dicarbonyl (1 mmol), PEGOSO3H(0.1 mmol), and water (2 mL) was stirred under reflux for the appropriate time (shown in Tables 3, 4). After completion of the reaction, the reaction mixture was filtered and the residue was washed with ethanol. The crude solid product was recrystallized from EtOH to afforded the pure products in high purity and yield.Assignment of the structures of the products was based on their 1H NMR, 13C NMR,and IR spectra.

The synthetic route of 611-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nasseri; Zakerinasab; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5261 – 5270;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 550-44-7, A common heterocyclic compound, 550-44-7, name is 2-Methylisoindoline-1,3-dione, molecular formula is C9H7NO2, 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.

To a suspension of LiAlH4 (1.1403 g) in dry THF (24 ml) under argonatmosphere, a solution of MeOH (2 ml) in THF (24 ml) was added over 16 min at 0C,followed by cooling of the whole to -74C (in an acetone-dry ice bath). To thissuspension, N-methylphthalimide 13 (1.6177 g, 10.0 mmol) was added in portions at-74C, and the mixture was stirred at this temperature for 40 min. Then the mixture was stirred at 0C for 45 min. A saturated aqueous solution of sodium sulfate (8 ml) wasadded, and the resultant inorganic salt was filtered by suction, and the precipitate waswashed with acetone. The combined organic layer was dried over magnesium sulfate,and the organic solvent was evaporated at 30C to give the residue 14 (yellow solid,1.1544 g, 88% yield). This intermediate is rather unstable, and it was used with furtherpurification. 1H-NMR (CDCl3): delta = 7.500 (2H, m), 7.040 (2H, s), 6.904 (2H, m), 3.987(3H, s).

The synthetic route of 550-44-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kozai, Daisuke; Kabasawa, Yoji; Ebert, Maximilian; Kiyonaka, Shigeki; Firman; Otani, Yuko; Numata, Tomohiro; Takahashi, Nobuaki; Mori, Yasuo; Ohwada, Tomohiko; Molecular Pharmacology; vol. 85; 1; (2014); p. 175 – 185;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem