Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, 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 1074-82-4, Recommanded Product: Potassium 1,3-dioxoisoindolin-2-ide

a) Preparation of 8-bromooctylphthalimide Potassium phthalimide (5.4 mmoles) was added to a solution of 1,8-dibromooctane (4.41 g; 16.2 mmoles) in dimethylformamide (8 ml) and heated to 80C approx. under stirring. Reaction times and process as per Example 4. 2.8 g of pure product were obtained. Yield 67%.

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:
Patent; MEDIOLANUM FARMACEUTICI S.P.A.; EP575954; (1993); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 16800-68-3, name is 1-Acetylindolin-3-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. Product Details of 16800-68-3

General procedure: To a solution of 1a (35 mg, 0.2 mmol) and 2a (52.4 mg,0.4 mmol) in DCE (3 mL) was added iodine (10 mg, 0.04 mmol). The reaction mixture was heated at 80 C for 24 h, then cooled to room temperature and quenched with saturated sodium thiosulfate. The mixture was extracted with CH2Cl2, the combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel to afford title compound.

The synthetic route of 1-Acetylindolin-3-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Jing; Weng, Jiang; Huang, Gong-Bin; Huang, Lin-Jie; Chan, Albert S.C.; Lu, Gui; Tetrahedron Letters; vol. 57; 49; (2016); p. 5493 – 5496;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 3676-85-5 as follows. Recommanded Product: 5-Aminoisoindoline-1,3-dione

General procedure: To a solution of substituted heteroaromatic amine (1.00 mmol) in dichloromethane, DMF or THF (2 mL) triethylamine (1.10 mmol) was added. The mixture was cooled in an ice bath and acryloyl chloride (1.05 mmol) was added dropwise. The reaction mixture was stirred for 24 hours at room temperature and extracted with water (3 × 3 mL). Subsequently, the aqueous layer was extracted with ethyl ether (3 × 5 mL). The combined organic layers were dried over anhydrous MgSO4 and filtered. After evaporation of solvents, the residue was purified on a silica column with chloroform:methanol mixtures (100:1, 50:1 v/v) as eluents to afford the respective acrylamides 10.

According to the analysis of related databases, 3676-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kokosza, Kamil; Balzarini, Jan; Piotrowska, Dorota G.; Nucleosides, nucleotides and nucleic acids; vol. 33; 8; (2014); p. 552 – 582;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 141452-01-9, 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. 141452-01-9, name is Methyl indoline-5-carboxylate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Methyl 1- (3, 4, 5-Trimethoxy-benzyl)-2, 3-DIHYDRO-LH-INDOLE-5-CARBOXYLATE (21); [0193] To a solution of 20 (300 mg, 1.69 MMOL), 3,4, 5-trimethoxybenzaldehyde (365 mg, 1.86 MMOL) and dibutyltin dichloride (51 mg, 0.17 MMOL) in THF (8 mL) was added phenylsilane (229 ss 1.86 MMOL). The mixture was stirred overnight at room temperature under nitrogen. Additional aldehyde and PHENYLSILANE were added and the stirring continued until starting material was consumed. THF was evaporated in vacuum and the residue was purified by flash chromatography (eluent 20% EtOAc in hexane). The compound was further purified by re-crystallization in a mixture EtOAc/hexane and finally by a second flash chromatography (eluent 20% EtOAc in hexane) to give the title compound 21 (428 mg, 71%) as a white SOLID. H-NMR (DMSO) 8 : 2.96 (t, J = 8.4 Hz, 2H); 3.45 (t, J = 8.7 Hz, 2H); 3.61 (s, 3H); 3.71 (s, 6H); 3.72 (s, 3H); 4.30 (s, 2H); 6.59 (s, 2H); 6.61 (d, J = 8.4 Hz, 1H), 7.54 (d, J = 1. 6 Hz, 1H); 7.63 (dd, J = 1.8, 8.4 Hz, 1H).

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

Reference:
Patent; METHYLGENE, INC.; WO2005/30704; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 39603-24-2, 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. 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Isatin derivatives (S1) were synthesized by treating isatins with NaH and then reacting with methyl iodide or benzyl bromide or allyl bromide, respectively, in dry DMF at room temperature.

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, 5,7-Dimethylindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Lin-Lin; Da, Bing-Chao; Xiang, Shao-Hua; Zhu, Shuai; Yuan, Zi-Yun; Guo, Zhen; Tan, Bin; Tetrahedron; vol. 75; 12; (2019); p. 1689 – 1696;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 61-70-1, 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 61-70-1 as follows.

N-methyloxindole (0.5 g, 3.4 mmol) in acetonitrile(5 mL) was stirred at 0C, and then NBS (0.62 g) in 10 mL acetonitrile was added dropwise. The mixture was stirred at that temperature for 1h and then stirred for 2h at ambienttemperature. Then the solution was evaporated and the solid was dissolved in CHCl3,washed twice with water. After CHCl3 was evaporated, the brown solid was recrystallizedwith hexane. 5-bromo-N-methyloxindole (0.44 g) was prepared in 58% yield.1H-NMR (300MHz, CDCl3) delta(ppm) : 7.42-7.39 (d, 1H), 7.26 (s, 1H), 6.71-6.68 (d,1H), 3.52-3.20 (s, 2H), 3.19 (s, 3H).

According to the analysis of related databases, 61-70-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kang, Hyeonmi; Lee, Hayoon; Shin, Hwangyu; Kang, Seokwoo; Kim, Beomjin; Park, Jongwook; Molecular Crystals and Liquid Crystals; vol. 618; 1; (2015); p. 47 – 54;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 126674-93-9, name is 4,6-Difluoro-1H-indole-2,3-dione, molecular formula is C8H3F2NO2, 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 4,6-Difluoro-1H-indole-2,3-dione

Stage 3: 2-amino-4,6-difluorobenzoic acid First sodium hydroxide (6.70 g, 167 mmol) and then 30% hydrogen peroxide (6.7 ml) in water (60 ml) were added to a suspension of the product from stage 2 (4.58 g, 25 mmol) in water (125 ml) at 0 C. The mixture was stirred at room temperature for 20 h and then brought to pH 3 with formic acid (approx. 11 ml, severe foaming), during which the title compound precipitated out. The mixture was then filtered and product was dried over phosphorus pentoxide in a desiccator. Yield: 3.72 g (86%), white solid. Melting point: 198-202 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 126674-93-9, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; US2008/293749; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 324-03-8, name is 6-Fluoroindoline-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 324-03-8, Quality Control of 6-Fluoroindoline-2,3-dione

General procedure: Similar to as described in General Procedure Z, 6-fluoro-2,3-dihydro- 1H-indole-2,3-dione was converted to the title compound as a yellow solid (ig, 15%). LC-MS (ES, iWz): 195 [M+H]; A solution of 2,3-dihydro-1H-indole-2,3-dione (1 eq.) and sodium hydroxide (1.1 eq.) in water was stirred for 5-30 mm at 25 C. Then a solution of sodium nitrite (1 1 eq.) in water and concentrated sulfuric acid (2 eq.) were added dropwise with stirring at 0.-10 C. After 5-30 mm a solution of SnC12 (2.5 eq.) in concentrated hydrochloric acid (15-30 eq.) was added slowly. After5 being stirred for 1–5 h at 25 C the reaction mixture was filtered and the solid was dissolved in methanol. Sulfuric acid (0.5-1 eq.) was added to the solution and the solution was heated to reflux overnight. The resulting mixture was concentrated under vacuum, diluted with water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and concentrated under vacuum to give the ester which may need further purification such as fresh chromatography.

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:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 611-09-6, name is 5-Nitroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Nitroindoline-2,3-dione

General procedure: To a magnetically stirred mixture of isatins (1 mmol) and IL I (12.6 mg, 0.05 mmol) were added alkyl-malonates (1 mmol) or 1,3-dicarbonyl compounds (1 mmol) and then the reaction mixture was stirred at room temperature . After completion of the reaction (monitored by TLC), EtOAc was added to the reaction mixture, and [TBD][TFA] was removed by filtration and washed with EtOAc (2 5 ml).The filtrate was evaporated under reduced pressure to give the solid product as a residue in almost pure form. If necessary, the product could further be purified byrecrystallization from ethanol.

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

Reference:
Article; Baghbanian, Seyed Meysam; Tajbakhsh, Mahmood; Farhang, Maryam; Comptes Rendus Chimie; vol. 17; 12; (2014); p. 1160 – 1164;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 65826-95-1,Some common heterocyclic compound, 65826-95-1, name is 5-Methylindoline, molecular formula is C9H11N, 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.

250ml four-necked flask, under a nitrogen atmosphere,Add 0.01mol 3,6-dibromo-9H-carbazole, 0.03molCompound 5-methyl 2,3-dihydro-1H-indole, 0.03 mole sodium t-butoxide, 1 x 10-4 mole Pd2(dba)3, 1 x 10-4 mole tri-t-butylphosphine, 150 ml toluene, heated After refluxing for 24 hours, the sample was spotted, the reaction was complete, natural cooling, filtration, and the filtrate was rotary-steamed over a silica gel column to obtain Intermediate A10 with a purity of 93.50% and a yield of 63.60%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methylindoline, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Xu Kai; Li Chong; Zhang Xiaoqing; Zhang Zhaochao; (49 pag.)CN107880031; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem