Category: indolines-derivatives

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. 41910-64-9, name is 4-Chloroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

General procedure: to a suspension of iv (1mmol) in acetonitrile (10ml) was added 5-fluoroindoline (1.2mmol). The reaction mixture was stirred at 40C for 16h and then evaporated to dryness under reduced pressure. Water (10mL) and diethylether (15mL) were added and the resulting mixture was stirred for 5min. The precipitate formed was filtered off and dried to give 7 (86%) as a white solid.

The synthetic route of 41910-64-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Certal, Victor; Halley, Frank; Virone-Oddos, Angela; Filoche-Romme, Bruno; Carry, Jean-Christophe; Gruss-Leleu, Florence; Bertin, Luc; Guizani, Houlfa; Pilorge, Fabienne; Richepin, Patrick; Karlsson, Andreas; Charrier, Veronique; Abecassis, Pierre-Yves; Vincent, Loic; Nicolas, Jean-Paul; Lengauer, Christoph; Garcia-Echeverria, Carlos; Schio, Laurent; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1506 – 1510;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 317-20-4, These common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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.

Add in a 25 mL round bottom flaskN, N’-dibenzyl-2-nitroethylene-1,1-diamine(1 mmol) and 7-fluoroIndoline-2,3-dione (1.1 mmol), toluene (15 ml) and acetic acid (1 mmol) were added under heating with magnetic stirringTo 110 C for 14 hours. The reaction was monitored by TLC, until the point of complete disappearance of raw materials, the reaction was added 50 ml of acetic acidEster and 50 ml of a saturated aqueous solution of sodium chloride. The organic layer was dried over anhydrous Na 2 SO 4. The dried organicThe phase was concentrated to dryness decompression pressure, after adding 3 ml of concentrated dry distillate acetone and 4 grams of 100 ~ 200 mesh silica gel Stirred byThe mixture was evaporated to dryness and loaded on a silica gel column eluting with petroleum ether / ethyl acetate = 7: 1 to give a yellow solid product, N-benzyl-2- (Benzylamino) -7-fluoro-3-nitroquinoline-4-carboxamide (Compound 31) in 80% yield.

Statistics shows that 7-Fluoroisatin is playing an increasingly important role. we look forward to future research findings about 317-20-4.

Reference:
Patent; Yunnan University; Yan Shengjiao; Wang Baoqu; Lin Jun; (25 pag.)CN107522659; (2017); A;,
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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 169037-23-4

General procedure: A mixture of 5,6-dimethoxy-2-[(E)-1-arylmethylidene]-1-indanone (1, 0.364 mmol), thiazolidine-4-carboxylic (3, 0.364 mmol) and 1-morpholinoindoline-2,3-dione (2,0.364 mmol) was dissolved in methanol (1 mL) and irradiated for 2-3.5 min in a CEM microwave synthesizer (100 0C, 100 W). After completion of the reaction as evident from TLC, the mixture was poured into water. The precipitated solid was filtered and washed with water to afford the products 4a-i which was purified by recrystallisation.

According to the analysis of related databases, 169037-23-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Almansour, Abdulrahman I.; Ali, Sadath; Ali, Mohamed Ashraf; Ismail, Rusli; Choon, Tan Soo; Sellappan, Velmurugan; Elumalai, Karthi Keyan; Pandian, Suresh; Bioorganic and Medicinal Chemistry Letters; vol. 22; 24; (2012); p. 7418 – 7421;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 20780-77-2, name is 6-Iodoindoline-2,3-dione, 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 20780-77-2, Recommanded Product: 20780-77-2

General procedure: A mixture of isatin 1 (1.0 mmol), malononitrile or cyanoacetic ester 2 (1.0 mmol), phthalhydrazide (1.0 mmol), and NiCl2 (0.2 mmol) in PEG 600 (5 mL) was stirred at 100 C for the appropriate time (refPreviewPlaceHolderTable 2). After complete conversion as indicated by TLC, water was added and the product was extracted with ethyl acetate (2¡Á10 ml). The organic phase was dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product was recrystallized from ethanol to afford the pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Iodoindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Xiao-Nan; Li, Yong-Xiao; Zhang, Zhan-Hui; Tetrahedron; vol. 67; 38; (2011); p. 7426 – 7430;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 334952-09-9, 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. 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.

The intermediate from Step D was esterified by heating in acidic methanol overnight. The resulting solution was concentrated under vacuum and the residue was dissolved in hot ethanol (75 mL). Methanol (20 mL) was added to redissolve some material that precipitated as the solution cooled. Sodium nitrite (1.50 g) was added, followed by concentrated hydrochloric acid (5 mL). The reaction was stirred for 2 h, and a further concentrated hydrochloric acid (2 mL) was added. The reaction was stirred overnight. Volatiles were removed under reduced pressure, water added, and the resulting yellow orange product was isolated by filtration and dried under vacuum to give the intermediate (2.1 g) as a yellow orange solid. [MH]+=221.

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, 2-Oxoindoline-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 59-48-3, These common heterocyclic compound, 59-48-3, name is Indolin-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.

Oxindole (2.50g, 19mmol, 1eq.) was dissolved in 80mL of boiling water. Bromine (3 g,19mmol, 1eq.) and potassium bromide (4.50g, 38mmol, 2eq.) were dissolved in 10mL ofwater and then added dropwise to a warm, stired solution of oxindole in 5 min. A whiteprepcipitate appeared. The mixture was stored for 20min in refrigerator. The precipitate wasfiltered, extensively washed with water and dried in vacuum at elevated temperature to give2.70g of 5-bromo-oxindole as a colorless solid.

Statistics shows that Indolin-2-one is playing an increasingly important role. we look forward to future research findings about 59-48-3.

Reference:
Article; Tang, Lin; Peng, Tao; Wang, Gang; Wen, Xiaoxue; Sun, Yunbo; Zhang, Shouguo; Liu, Shuchen; Wang, Lin; Molecules; vol. 22; 11; (2017);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 5181-35-1, These common heterocyclic compound, 5181-35-1, name is 2-(2-Bromoethoxy)isoindoline-1,3-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.

2-(2-Bromoethoxy)isoindoline-1 ,3-dione (Intermediate Q) (1.00 g, 3.70 mmol) was combined with cone HBr (48 wt% in water, 4.5 mL) and acetic acid (3 mL, 52.4 mmol). The mixture was heated at 120 C for 15 min. The reaction mixture was cooled, the precipitate was removed by filtration and the filtrate concentrated under reduced pressure to afford the subtitle compound 0-(2-Bromoethyl)hydroxylamine, HBr as a tan solid (550 mg, 74%); 1 H NMR delta: 3.72 (2H, m), 4.28 (2H, m), 10.70 (3H, br s).

Statistics shows that 2-(2-Bromoethoxy)isoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 5181-35-1.

Reference:
Patent; RESPIVERT LIMITED; WALTERS, Iain; BIRCH, Louise; HILL-COUSINS, Joseph; COLLINGWOOD, Stephen, Paul; STEVENSON, Christopher, Scott; (126 pag.)WO2017/109513; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 603-62-3,Some common heterocyclic compound, 603-62-3, name is 3-Nitrophthalimide, molecular formula is C8H4N2O4, 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 solution of potassium hydroxide (16.1 g, 286 mmol) in water (500 mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspension was stirred at 0 C for 3 hrs, and then heated to 30 C for 3 hrs. To the solution, was added HC1 (100 mL, 6N). The resulting suspension was cooled to 0 C for 1 hr. The suspension was filtered and washed with cold water (2 x 10 mL) to give 3-nitro-phthalamic acid as a white solid (24.6 g, 90% yield): 1H NMR (DMSO-d6) delta 7.69 (brs, 1H, NHH), 7.74 (t, J = 8 Hz, 1H, Ar), 7.92 (dd, J= 1, 8 Hz, 1H, Ar), 8.13 (dd, J= 1, 8 Hz, 1H, Ar), 8.15 (brs, 1H, NHH), 13.59 (s, 1Eta, OH); 13C NMR (DMSO-de) Patent; CELGENE CORPORATON; HAGNER, Patrick; GANDHI, Anita; CHOPRA, Rajesh; KLIPPEL, Anke; (202 pag.)WO2016/60702; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem