Tag: M.W=100-200

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. 59-48-3, name is Indolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7NO

Starting Material 6: 5-Bromo-1,3-dihydro-2H-indol-2-one 1,3-Dihydro-2H-indol-2-one (5.25 g, 39.43 mmol) (Aldrich) was treated with a 1:1 solution of glacial acetic acid and distilled water (246 mL). The resulting reaction mixture was cooled to 0 C. and then slowly treated with N-bromosuccinimide (14.03 g, 78.85 mmol) (J. T. Baker). After the complete addition of N-bromosuccinimide, the cooling bath was removed, and the reaction mixture was stirred at 23 C. for 1 h. Upon stirring at 23 C., the reaction mixture became viscous and a white solid precipitated. The reaction mixture was poured into 500 mL distilled water and filtered to provide a crude white solid. Recrystallization from methanol provided pure 5-bromo-1,3-dihydro-2H-indol-2-one as a light pink solid. (Yield 5.28 g, 63%; mp 219-220 C.).

The synthetic route of 59-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US6313310; (2001); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 611-09-6, These common heterocyclic compound, 611-09-6, name is 5-Nitroindoline-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: The mixture of the Fe(III)(at)g-C3N4 nanocomposite (70 mg, 0.35 mmol based on Fe(III)) in aqueous media (3 ml) was dispersed for 30 min. Isatin (1 mmol) and indole (2.0 mmol) were added to the mixture and stirred in reflux conditions for an appropriate time. After the reaction was completed, the crude product was extracted with ethyl acetate and dried over anhydrous Na2SO4 followed by evaporation of the solvent. The pure products were achieved by recrystallization in hot ethanol and identified by IR, 1H & 13C NMR spectral data. The nanocomposite was washed with EtOH, dried, and reused for the next run.

Statistics shows that 5-Nitroindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 611-09-6.

Reference:
Article; Allahresani, Ali; Taheri, Bahare; Nasseri; Research on Chemical Intermediates; vol. 44; 11; (2018); p. 6741 – 6751;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84378-94-9, name is 4-Chloro-5-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 84378-94-9, Computed Properties of C8H3ClFNO2

Anthranilic acid was added 0. Olmol equipped with a reflux condenser, a magnetic sub, thermometer, three-necked flask below, by adding toluene 15mL, dried S0C12 3mL, reflux 1. 0h, to stop the reaction, the solvent was removed by rotary evaporation under reduced pressure and excess the S0C12. Beyond flask square. OlmoL 4-chloro-5-fluoro-isatin and 15mL of dichloromethane, the reaction continued at reflux for 1. 0h, cooled to room temperature and filtered to give a yellow solid, washed with methanol lotions, dichloro recrystallization from toluene or methane. In this method for the synthesis of the following target product.

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, 4-Chloro-5-fluoroindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Northwest University; Huo, Baolong; Wang, Cuiling; (52 pag.)CN105330666; (2016); A;,
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 61-70-1 as follows. COA of Formula: C9H9NO

N-methyl-2-indolone (1a, 0.3 mmol), t-butyl nitrite (t-BuONO, 2a, 1.2 mmol) and water (2 mL) were added to 10 mL of Schlenk bottles, The reaction mixture was then stirred at 25 C, the reaction was monitored by TLC or GC, and the reaction was complete with the reaction of N-methyl-2-indolone, The organic phase was extracted with ethyl acetate and the organic phase was combined. The organic phase was dried over anhydrous sodium sulfate, and the organic phase was dried over anhydrous sodium sulfate. The organic phase was dried over anhydrous sodium sulfate, The residue was isolated by column chromatography (n-hexane / ethyl acetate) to give the desired product N-methyl-isato-3-oxime I-2 in 75% yield.

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:
Patent; Ningbo University; Wu Yi; Wei Wenting; Zhu Wenming; Huang Yiling; Wu Kewei; Cao Yiqi; Wang Yining; Zhu Liwei; (8 pag.)CN107162951; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 317-20-4,Some common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, molecular formula is C8H4FNO2, 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.

7-Fluoro-N-methylisatin (IVa). To a solution of IIIa (380 mg, 2.30 mmol) in dry acetone (60 mL) was added Na2CO3 (anh.) (3.5 g) and dimethylsulfate (0.4 mL) under Ar and the reaction mixture was heated at 60 C. for 20 h. Then, the mixture was filtered and the filtrate was carefully evaporated using a high vacuum pump (under 40 C.). The solid residue was submitted to flash chromatography with CH2Cl2 to afford IVa (288 mg, 1.61 mmol, 70%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Fluoroisatin, its application will become more common.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE PIERRE ET MARIE CURIE; UNIVERSITE DE RENNES I; UNIVERSITY OF LLEIDA; UNIVERSITE D’ATHENES; US2010/331327; (2010); A1;,
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 6872-06-6 as follows. Application In Synthesis of 2-Methylindoline

(1) 1.19 g of 2-methylindoline and 2.57 g of 2-bromo-4-methylpyridine were added to a 50 mL round bottom flask in a ratio of the amount of the substance: 1:1.5; (2) Stir directly in the air and mix evenly at room temperature.Then heated to 100 C, after 26 min the system solidified, stopped the reaction, cooled to room temperature; (3) Add 50 mL of saturated NaHCO3 solution to the system to dissolve the solid.Further, 50 mL of ethyl acetate solution was added, shaken, and liquid-separated, and the aqueous phase was extracted three times with ethyl acetate, 30 mL each time, and the organic phase was combined and concentrated by a rotary evaporator; (4) The concentrated solution was dissolved in 15 mL of ethanol, refluxed at 80 C for 10 min, cooled, and a pale yellow solid was precipitated, filtered, rinsed with water and dried under vacuum to give the desired product.The purity was 97% (NMR analysis) and the yield was 75%.

According to the analysis of related databases, 6872-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Northwest University; Jiao Linyu; Zhang Ze; Yin Xiaomei; Hong Qian; Ning Zihui; Ma Xiaoxun; Li Zhuo; Sun Ming; (11 pag.)CN109265439; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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. Formula: C9H7NO3

Compound 7 (1.00 g, 0.006 mol) was dissolved in dry MeOH (40 ml) and cooled down to -10C. Thionyl chloride (0.91 ml, 0.012 mol) was added dropwise. The reaction mixture was stirred at reflux temperature for 2 hours. TLC monitoring of the reaction was performed on silica gel plates using ACN:MeOH:H2O (10:1:1) as eluent. The solution was poured onto crushed ice (100 ml) and extracted with EtOAC (3 x 100 ml). The combined organic phase was dried over MgSO4 and evaporated to give a greyish solid (755 mg).

The synthetic route of 2-Oxoindoline-5-carboxylic Acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nemes, Zoltan; Takacs-Novak, Krisztina; Voelgyi, Gergely; Valko, Klara; Beni, Szabolcs; Horvath, Zoltan; Szokol, Balint; Breza, Nora; Dobos, Judit; Szantai-Kis, Csaba; Illyes, Eszter; Boros, Sandor; Kok, Robbert Jan; ?rfi, Laszlo; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2391 – 2398;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 6341-92-0, 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. 6341-92-0, name is 6-Chloroisatin, This compound has unique chemical properties. The synthetic route is as follows.

D. 6-Chloro-2-oxindole Reaction of 36.2 g of 6-chloroisatin with hydrazine hydrate followed by sodium ethoxide in ethanol, substantially according to C above, afforded 14.2 g of 6-chloro-2-oxindole, mp 196-198 C.

The chemical industry reduces the impact on the environment during synthesis 6-Chloroisatin. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pfizer Inc.; US4721712; (1988); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 7699-18-5,Some common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, molecular formula is C9H9NO2, 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: The appropriate oxindole 1 (5 mmol) was dissolved in acetic acid (25 mL) and treated with an equivalent of appropriate indole-3-carbaldehyde 2 and 37% hydrochloric acid (1 mL). The reaction mixture was refluxed for 20 h, the solid separated on cooling was collected by filtration. The crude products were purified by crystallization with ethanol to give the desired products, with the exception of compound 6 purified by column chromatography, with petroleum ether/acetone as the eluent.

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

Reference:
Article; Leoni, Alberto; Locatelli, Alessandra; Morigi, Rita; Rambaldi, Mirella; Cappadone, Concettina; Farruggia, Giovanna; Iotti, Stefano; Merolle, Lucia; Zini, Maddalena; Stefanelli, Claudio; European Journal of Medicinal Chemistry; vol. 79; (2014); p. 382 – 390;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 6341-92-0, 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 6341-92-0 as follows.

General procedure: TiCl4 (0.7 mL, 6 mmol)was added to a stirred suspension of Zn powder (0.78 g, 12 mmol) in freshlydistilled anhydrous THF (15 mL) at room temperature (rt) under a dry N2atmosphere. After completion of the addition, the mixture was refluxed for 2 h.The suspension of the low-valent titanium reagent thus-formed was cooled tort. A solution of isatin or its derivatives 1 or 3 (2 mmol) in THF (10 mL) wasadded dropwise. The mixture was stirred at room temperature for about 5 minunder N2. After this period, the thin layer chromatography (TLC) analysis of themixture showed the reaction completed. The reaction mixture was quenchedwith 3% HCl (15 mL) and extracted with CHCl3 (3 50 mL). The combinedextracts were washed with water (3 50 mL) and dried over anhydrousNa2SO4. After evaporation of the solvent under reduced pressure, the crudeproduct was purified by column chromatography (petroleum ether/ethylacetate = 5:1) to give the pure products 2 or 4.

According to the analysis of related databases, 6341-92-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lin, Wei; Hu, Ming-Hua; Feng, Xian; Fu, Lei; Cao, Cheng-Pao; Huang, Zhi-Bin; Shi, Da-Qing; Tetrahedron Letters; vol. 55; 14; (2014); p. 2238 – 2242;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem