Author: tianli

5428-09-1, name is 2-Allylisoindoline-1,3-dione, 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. Safety of 2-Allylisoindoline-1,3-dione

To a slurry of 2-(2-propenyl)-1H-Isoindole-1,3(2H)-dione (18.7 g, 0.1 mol) (allyl phthalimide: Journal of Organic Chemistry (1952), 17 68-76). in THF (38 ml, 2 ml/g) was added a solution (0.5 M) of 9-BBN in THF (240, 1.2 eq) over 45 minutes keeping the temperature between 0¡ã C. and 5¡ã C. The solution was then warmed to ambient over one hour and stirred for a further one hour. A solution of K2CO3 (27.6 g, 0.20 mol, 2 eq) in 50 ml water was added over 15 minutes, followed by 2-methyl-6-bromo-benzothiazole (20.5 g,. 0.09 mol, 0.9 eq.) dissolved in DMF (120 ml ) and Dichloro [1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (2.4 g , 0.03 eq). The reaction was warmed to 50¡ã C. over 1 hour and then immediately cooled to ambient temperature. Water (260 ml, 19 ml/g) and t-BME (560 ml, 30 ml/g) were added and the solution stirred. The reaction was filtered through filter aid to remove any particulates. A phase separation was performed and the upper organic phase retained. The organic phase was concentrated by vacuum filtration to approximately 3 ml/g with respect to theoretical product. The dark slurry was granulated at 0¡ã C. to -5¡ã C. for 30 minutes, filtered under vacuum and then washed with chilled t-BME (0.4 L, 4.5 ml/g). The resulting solid was dried under vacuum at 55¡ã C. overnight to give 2-[3-(2-methyl-benzothiazol-5-yl)-propyl]-isoindole-1,3-dione (20.5 g, 0.061 mol, 68percent)

The synthetic route of 5428-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc; US2004/180941; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 118289-55-7,Some common heterocyclic compound, 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-one, molecular formula is C10H9Cl2NO, 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.

500 g of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride of the formula I compound was added to 5 L of acetonitrile, then 422 g of potassium carbonate was added, and after stirring for 30 minutes, 450 g of 5-(2-chloroethyl)-6-chloro-1,3-dihydro-fluorenone was subsequently added thereto and 10 g of sodium iodide, heated to reflux, and warmed to completion. The solvent was removed under reduced pressure. 2L of deionized water was added and the mixture was stirred for 2 hours. The filter cake was rinsed with 500 ml of deionized water, and the filter cake was dried to obtain crude ziprasidone IV767g in a yield of 95.1%. The crude product was 99.5% pure and 1,4-bis(benzo[d]isothiazole-3- The base) piperazine (VI) has a content of less than 0.05%, and this reaction is carried out by commercially available formula I to obtain ziprasidone IV of the type having a yield of 90% and a purity of 98.8%, wherein 1,4-bis(benzo[d]isothiazol-3-yl)piperazine The content of formula (VI) is more than 0.15%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Chloro-5-(2-chloroethyl)indolin-2-one, its application will become more common.

Reference:
Patent; Shanghai Tianci Biological Gu Biological Engineering Co., Ltd.; Li Xinjuanzi; Li Jianzhi; Wang Xun; Li Yonggang; Shen Xiaoliang; Gao Yan; Lv Xinghong; (14 pag.)CN104370850; (2018); B;,
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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. 16800-68-3, name is 1-Acetylindolin-3-one, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Acetylindolin-3-one

General procedure: 1a (35.0 mg, 0.2 mmol, 1 equiv.), tert-BuOK (22.4 mg, 0.2 mmol, 1.0 equiv.) were added to a Schlenk tube. Then 2 ml THF was added using a syringe. The reaction mixture was stirred 15min,and then added iodonium salt 2 (0.2 mmol, 1.0 eq). The reaction was stirred at 30C for 10 hours.After cooling to room temperature, the solvent was removed in vacuo and the residue was purifiedby silica gel using a proper eluent (EtOAc/Hexane) to afford the desired products

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 16800-68-3.

Reference:
Article; Zhang, Yanxia; Han, Jianwei; Liu, Zhen-Jiang; Synlett; vol. 26; 18; (2015); p. 2593 – 2597;,
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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. 6941-75-9, name is 5-Bromoisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromoisoindoline-1,3-dione

A mixture of 4-bromophthalic anhydride (25 g) in formamide (75 ml) was heated at 2000C for 16 hours then allowed to cool to room temperature. The reaction mixture was diluted with water (200 ml), filtered, the filter cake was washed with water then diethyl ether and sucked dry to give 20.85 g of light mustard solid.280 ml of 1 M Borane-THF complex was added dropwise to a stirred solution of 4-bromophthalimide (20.85 g; 92.2 mmol) in anhydrous THF (200 ml) at O0C then heated at reflux overnight. The reaction was cooled to 00C then treated cautiously with methanol (100 ml) followed by 2M HCI (100 ml) then heated at reflux for 3 hours. The reaction mixture was cooled and the organics evaporated. The aqueous was diluted with water (100 ml) the extracted with DCM (x3). The aqueous was basified with 2M NaOH then extracted with DCM (x3). The combined DCM extracts were dried (MgSO4), filtered and evaporated to give 6.99 g of 5-bromo-2,3-dihydro-1 H-isoindole as a dark brown gummy solid. 1H NMR (DMSO-d6) 7.45 (1H, s), 7.36 (1 H, d), 7.20 (1H, d), 4.05 (4H, s).

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 6941-75-9.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44029; (2008); A1;,
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. 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Safety of 2-(Bromomethyl)isoindoline-1,3-dione

(12b) To a solution of the malonate (1.0 g, 4.0 mmol) from reaction (12a) in N,N-dimethylformamide (8 mL) was added at 0 C. sodium hydride (60% dispersion in mineral oil, 0.34 g, 2.1 eq). After 20 min, N-(bromomethyl)phthalimide (1.0 g, 1.04 eq) was added. The reaction mixture was stirred at 0 C. for 1 h before quenched with aqueous ammonium chloride, and extracted with ethyl acetate. The extracts were washed with brine, dried (MgSO4), concentrated and purified by silica gel chromatography (20% then 40% ethyl acetate/hexane) to provide the desired alkylated product (0.9 g, 55%).

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; Duan, Jingwu; Jiang, Bin; Chen, Lihua; Lu, Zhonghui; Barbosa, Joseph; Pitts, William J.; US2003/229084; (2003); A1;,
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. 3485-84-5, name is N-Vinylphthalimide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3485-84-5

General procedure: Furan-3-carbaldehyde oxime (2) (300 mg, 2.7 mmol, 1.0 equiv) was mixed with 1-fluoro-4-vinylbenzene (0.39 ml, 3.24 mmol, 1.2 equiv) in dry THF (10 ml). To this mixture, sodium hypochlorite solution (12 ml) was added. Subsequently, the reaction constituents were stirred at room temperature under nitrogen for approximately 16 h. On completion of the reaction, solvent was evaporated. Extraction was carried out using ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated to obtain the crude compound. The latter was then purified by silica gel column chromatography to obtain the pure compound.

According to the analysis of related databases, 3485-84-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Balachandran, Sarala; Gadekar, Pradip K.; Parkale, Santosh; Yadav, Vitthal N.; Kamath, Divya; Ramaswamy, Sneha; Sharma, Somesh; Vishwakarma, Ram A.; Dagia, Nilesh M.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 5; (2011); p. 1508 – 1511;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 20870-79-5, name is 5-Nitroindolin-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 20870-79-5, Recommanded Product: 20870-79-5

Step 2 5-Amino-1,3-dihydro-indol-2-one 5-Nitro-1,3-dihydro-indol-2-one 30b (3.56 g, 20 mmol) was dissolved in 200 ml of acetic acid under stirring, and added with palladium on activated carbon (1.0 g, 5%) to the solution at room temperature. The reaction mixture was stirred under a hydrogen atmosphere. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was filtered, and concentrated under reduced pressure to obtain the title compound 5-amino-1,3-dihydro-indol-2-one 30c (2.04 g, yield 68.9%) as a white solid.

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

Reference:
Patent; ChoTang, Peng Cho; Su, Yidong; Li, Yali; Zhang, Lei; Zhao, Fuqiang; Yang, Jialiang; Zhou, Ying; Bie, Pingyan; Qian, Guangtao; Ju, Minggang; US2010/75952; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 32692-19-6,Some common heterocyclic compound, 32692-19-6, name is 5-Nitroindoline, molecular formula is C8H8N2O2, 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.

5-nitro-1H-indole (600 mg, 3.0 mmol, 1.0 equiv.), K2CO3 (456 mg, 3.3 mmol,1.1equiv.), (bromomethyl)benzene (615mg, 3.3mmol, 1.1equiv.) dissolved in an appropriate amount of DMF, stirred at 50 C under nitrogenMix overnight. The TLC monitors the reaction in real time. After completion of the reaction, it was diluted with 2N HCl, extracted with three portions of ethyl acetate, and the organic phases were combined.After washing with water, a saturated NaHCO3 solution and a saturated NaCl solution, the organic layer was dried over anhydrous NaSO?Purification by silica gel column gave 1-benzyl-5-nitroindoline (634 mg, yield: 83.2%).

The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Wang Yonghui; Yu Fazhi; Li Wei; (38 pag.)CN109232358; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 2058-74-4, name is 1-Methylisatin, 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. Application In Synthesis of 1-Methylisatin

General procedure: A solution of N-methylisatin (322 mg, 2.0 mmol), phenylacetylene (306 mg, 3.0 mmol), CuI (76 mg, 0.4 mmol), and Cs2CO3 (978 mg, 3.0 mmol) in CH3CN (4.0 mL) was stirred at room temperature for 18 h. After aqueous extractive workup and column chromatographic purification process (CH2Cl2/EtOAc, 15:1) 1a was obtained as a pale yellow solid, 347 mg (66%). Other compounds were prepared similarly, and compounds 1a-1i are all known compounds.1

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

Reference:
Article; Roh, Hwa Jung; Kim, Gieun; Cho, Sung; Ryu, Ji Yeon; Lee, Junseong; Kim, Jae Nyoung; Tetrahedron Letters; vol. 59; 15; (2018); p. 1484 – 1488;,
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. 59-48-3, name is Indolin-2-one, A new synthetic method of this compound is introduced below., Application In Synthesis of Indolin-2-one

EXAMPLE I 5-acetyl-2-indolinone 171 g (1.28 mol) aluminium chloride in 500 ml 1,2-dichloroethane are cooled in the ice bath. Then 78 g (1,1 mol) acetylchloride are added dropwise, so that the temperature does not exceed 10 C. After 1 h 71.3 g (0.53 mol) 2-indolinone (1,3-dihydro-indol-2-one) are added in 4 batches and the temperature is maintained at 10-12 C. The reaction mixture is left overnight to come up slowly to ambient temperature. Then the solution is slowly added to 1 kg ice with vigorous stirring. The slurry is diluted with 1 l water and stirred for another 30 min. Then the precipitate is suction filtered. Yield: 80.9 g (86.3% of theory) Rf=0.36 (silica gel, ethyl acetate/cyclohexane/methanol 9:9:2) C10H9NO2 (MW=175.19) Mass spectrum: m/z=174 (M-H)-

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; Boehringer Ingelheim International GmbH; US2005/209302; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem