Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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 102359-00-2, category: indolines-derivatives

General procedure: Intermediates (7) (140 mg, 1.2 equiv.), PyBOP (1.2 equiv.) and DIPEA (1.5 equiv.) were added toDMF and stirred at room temperature for 20 min. Then, intermediates (4a-d) (1.0 equiv.) was addedand stirred at room temperature for 4 h. After completion of the reaction, the reaction mixture wasquenched with saturated NaCl solution (25 mL). The aqueous phase was extracted with DCM (25 ¡Á3 mL). The DCM layer was combined and washed with brine solution (25 ¡Á 3 mL). The organic layerwas dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. Afterconcentration, the crude product was purified by silica gel column chromatograph using a methanolin DCM gradient (DCM: methanol= 60:1-5:1) yielded compounds 8i-l.

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-5-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Yan; Yang, Hongyu; Huang, Zhongwei; Tian, Sen; Li, Qihang; Du, Chenxi; Chen, Tingkai; Liu, Yang; Sun, Haopeng; Liu, Zongliang; Molecules; vol. 25; 3; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 16800-68-3, 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 16800-68-3 as follows.

3 – (4 – Methoxyphenyl) propyne acid 4 – nitrophenyl-unitz (89.2 mg 0.3 mmol), was obtained. N- Acetylindole -3 -unitz 26.3 mg (0.15 mmol), such as carbene-like (0.015 mmol) 3.96 mg, 1, 8 – diazabicycloundecene -7 – (0.3 mmol 45 mul) and methylene methylene chloride as shown in Formula IV, were 3 ml placed 25 ml in a unitunito-two-port bottle under 30 C inert atmosphere protection, unitunitunitaceous conditions 3h, and mixtures thereof. The reaction solution was concentrated, and eluted, eluting with a mixed 10:1 solvent of petroleum ether: ethyl acetate ratio timetime as eluent column chromatography to collect all the detected eluate fractions, and the solvent was evaporated 27 mg and the solvent was evaporated to obtain the unitz , 55% and beiunit_.

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Du Ding; Sun Kewen; (10 pag.)CN110156800; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 6341-92-0, 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. 6341-92-0, name is 6-Chloroisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of isatin 2 (0.8 mmol), malononitrile (1.0 mmol) and Ca(OH)2 (0.8 mmol, 59.2 mg) in 5.0 mL of methanol was stirred at roomtemperature for 10 min followed by the addition of chrysin 1(0.5 mmol), which was stirred under reflux for 8 h. After completion ofthe reaction, as indicated by TLC, the mixture was cooled to roomtemperature and then purified by flash chromatography to afford thecorresponding product 3.

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

Reference:
Article; Zhang, Wen-Hui; Chen, Shuang; Liu, Xiong-Li; Feng, Ting-Ting; Yang, Wu-De; Zhou, Ying; Bioorganic and Medicinal Chemistry; vol. 27; 22; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 940054-45-5, name is 4-Chloro-6-fluoroindoline-2,3-dione, molecular formula is C8H3ClFNO2, 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. Quality Control of 4-Chloro-6-fluoroindoline-2,3-dione

Stage 5: 2-amino-6-chloro-4-fluoro-benzoic acid (main isomer) and 2-amino-4-chloro-6-fluoro-benzoic acid (lesser isomer) First sodium hydroxide (10.7 g, 267 mmol) and then 30% hydrogen peroxide (10.7 ml) in water (96 ml) were added to a suspension of the product mixture from stage 4 (8.00 g, 40 mmol) in water (200 ml) at 0 C. The mixture was stirred at room temperature overnight and then brought to pH 3.3 with formic acid (approx. 20 ml, severe foaming). The title compound which had precipitated out was filtered off and dried over phosphorus pentoxide in vacuo. The aqueous solution was extracted with ethyl acetate (2*150 ml). The pH of the aqueous phase was corrected to 3.3 and extraction was carried out again with ethyl acetate (150 ml). The combined organic phases were dried with sodium sulfate and concentrated and the residue was dried in vacuo. Yield: 7.30 g (95%) of the mixture of the regioisomers in the ratio of 9:1, brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 940054-45-5, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; US2008/293749; (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. 19155-24-9, name is 3,3-Dimethylindolin-2-one, A new synthetic method of this compound is introduced below., Quality Control of 3,3-Dimethylindolin-2-one

2c. 3,3-dimethylindoline:; To a 1M of LAH (30 mL) in THF was added 2b (630 mg, 3.88 mmol) in portion. The reaction mixture was stirred at rt for 2 h, then refluxed for 1 h. The reaction mixture was quench with 1 part of H2O (10-mL), one part of 15percent NaOH (5 mL) and another part of H2O (5 mL). The aqueous layer was extracted with EtOAc. The EtOAc layer was dried over Na2SO4 and filtered. The solvent was evaporated under reduced pressure to afford 2c (320 mg, 56percent) as an oil. MS (ES) m/z 150 [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; Bristol-Myers Squibb Company; US2006/293281; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 3485-84-5, A common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, molecular formula is C10H7NO2, 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: In a sealed tube under argon atmosphere, were introducedcompound 4 (4.74 g, 20 mmol), DMF (20 mL), triethylamine(11.16 mL, 80 mmol), palladium diacetate (225 mg, 1 mmol), tri(otolyl)-phosphine (609 mg, 2 mmol) and N-vinylphthalimide (5.20 g,30 mmol). The mixturewas stirred at 110 C for 3 h and hydrolyzed.The formed solid was solubilized in CH2Cl2, washed with water andbrine, dried over MgSO4 and evaporated under reduced pressure.The crude productwas recrystallized from acetonitrile to afford 7 asa white solid (91% yield)

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; Landagaray, Elodie; Ettaoussi, Mohamed; Rami, Marouan; Boutin, Jean A.; Caignard, Daniel-Henri; Delagrange, Philippe; Melnyk, Patricia; Berthelot, Pascal; Yous, Said; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 621 – 631;,
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. 3676-85-5, name is 5-Aminoisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Aminoisoindoline-1,3-dione

Example 109 N-(1,3-Dioxo-2,3-dihydro-1H-5-isoindolyl)-N’-(2,3,6-trifluorobenzyl)urea Diphenylphosphoryl azide (173 mg, 0.63 mmol, 1.2 eq) and triethylamine (64 mg, 0.63 mmol, 1.2 eq) were added to a solution of 2,3,6-trifluorophenylacetic acid (100 mg, 0.53 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (85 mg, 0.53 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 3 hr. After the completion of the reaction, water and ethyl acetate were added thereto, and the precipitated crystal was collected by filtration and was washed with ethyl acetate to give the title compound as a crystal (100 mg, 54.6%). MS m/z: 349 1H-NMR delta: 4.43 (2H, d, J = 5.37 Hz), 6.98 (1H, t, J = 5.86 Hz), 7.11 – 7.18 (1H, m), 7.40 – 7.50 (1H, m), 7.58 (1H, dd, J = 1.83, 8.05 Hz), 7.66 (1H, d, J = 8.05 Hz), 7.98 (1H, d, J = 1.46 Hz), 9.21 (1H, s), 11.08 (1H, s)

The synthetic route of 3676-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 611-09-6, 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. 611-09-6 name is 5-Nitroindoline-2,3-dione, 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: The SiO2/g-C3N4 nanocomposite (25 mg) was dispersed in water (3 ml) for 30 min. Indole (2.0 mmol), and isatin (1.0 mmol) were added to the mixture which was stirred for the appropriate time. The progress of the reaction was monitored by thin layer chromatography. After the completion of the reaction, the crude product was extracted with ethyl acetate and dried over anhydrous Na2SO4. Then, the crude product was recrystallized in hot ethanol. The SiO2/g-C3N4 nanocatalyst was recovered from the aqueous layer by centrifuging, washed with EtOH, dried and reused for the next run.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Nitroindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Allahresani, Ali; Nasseri, Mohammad Ali; Nakhaei, Alireza; Research on Chemical Intermediates; vol. 43; 11; (2017); p. 6367 – 6378;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 150544-04-0, The chemical industry reduces the impact on the environment during synthesis 150544-04-0, name is 6-Aminoindolin-2-one, I believe this compound will play a more active role in future production and life.

[00110] To a solution of 6-amino-l ,3-dihydro-indol-2-one (0.15g, 1.0 mmol) and triethylamine (0.30 g, 3.0 mmol) in THF (10 ml) is added l-isocyanato-3-nitro-benzene (0.16 g, 1.0 mmol). The reaction is stirred at room temperature for 1 hour and the precipitate is collected by vacuum filtration and washed with ethanol to give the desired compound as a light yellow solid. LC-MS: 313.1 (MH+).

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, 6-Aminoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 50727-04-3, A common heterocyclic compound, 50727-04-3, name is 5-Methoxyisoindoline-1,3-dione, molecular formula is C9H7NO3, 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-nitrobromobenzene (200 mg, 1 mmol), triethylene diamine (224 mg, 2 mmol),4-methoxy-phthalimide (354 mg, 2 mmol), sodium methoxide (108 mg, 2 mmol),Toluene (2 ml) was added to the dry reaction tube and suspended in an 80 C oil bath for 24 h.After cooling the reaction system, 15 ml of water was added and the aqueous phase was extracted three times with 30 ml of ethyl acetate,The organic phases were combined and the solvent was evaporated under reduced pressure to give 369 mg of a pale yellow solid5-methoxy-2- (2- (4- (2-nitrophenyl) 1-piperazinyl) ethyl) isoindole-1,3-dione,The yield was 90%.

The synthetic route of 50727-04-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yichun University; Zhu Qiming; Chen Mingwei; (20 pag.)CN106317021; (2017); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem