Category: 2058-72-2

Adding a certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-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 2058-72-2, Application In Synthesis of 5-Bromo-1-methylindoline-2,3-dione

General procedure: To a solution of an alkyne 2 (1.2 equiv) in anhydrous toluene (3 mL) under an argon atmosphere, KOtBu (1.0 equiv) was added, and the mixture was stirred for 10-15 min. Then, an N-protected isatin 1 (1.0 equiv) was added to the reaction mixture, which was stirred for 30 min to 3 h until all the isatin was consumed (confirmed by TLC). The reaction was finally quenched with a few drops of 1 N HCl and the resulting mixture was extracted with CH2Cl2 (2 ¡Á 15 mL). The combined organic phases were washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was then purified by column chromatography on silica gel (EtOAc-hexane,10:90 to 30:70) to give compounds 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-1-methylindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Article; Dhara, Kalyan; Kapat, Ajoy; Ghosh, Tridev; Dash, Jyotirmayee; Synthesis; vol. 48; 23; (2016); p. 4226 – 4268;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 2058-72-2, These common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-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: A mixture of isatin derivatives 1 (1 mmol), 1-aryl-2-thiocyanatoethanone 2 (1 mmol) and Et3N (1mmol) in EtOAc (3 mL) was stirred at room temperature for 8 h. Then hydrazonoyl chloride 3 (1mmol) was added to the above mixture and the reaction was stirred at reflux temperature for 10min. After completion of the reaction, the reaction mixture was filtered, EtOAc was evaporated andthe residue was purified by recrystallization from ethanol to afford the pure product 4 in high yield.The two disterioisomers of products 4a-c were separated by washing the precipitate with n-Hexane/EtOAc (10/1)

Statistics shows that 5-Bromo-1-methylindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 2058-72-2.

Reference:
Article; Alizadeh, Abdolali; Moafi, Leila; Synlett; vol. 27; 12; (2016); p. 1828 – 1831;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 2058-72-2, A common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, molecular formula is C9H6BrNO2, 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.

The key intermediate 2 was refluxed with equivalent amount ofdifferent isatin derivatives 4a-f or 8a-l in glacial acetic acid. Thereaction was monitored with TLC. After complete of the reaction,the formed solid was collected and washed with water andrecrystallized from DMF/ethanol to get the target compounds 6a-fand 9a-l respectively.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Eldehna, Wagdy M.; Abo-Ashour, Mahmoud F.; Nocentini, Alessio; El-Haggar, Radwan S.; Bua, Silvia; Bonardi, Alessandro; Al-Rashood, Sara T.; Hassan, Ghada S.; Gratteri, Paola; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 147 – 160;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 2058-72-2, 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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 3-OBoc-oxindoles 3a and 3e-g were synthesized by following our earlier reportedproceudure.1 In a 100ml round bottom flask was charged with 1g of N-protected isatin, 1equivalent of CeCl3.7H2O and the mixture was dissolved by methanol (2mL/mmol) then0.5equivalent of NaBH4 was added portion wise at 0 C. After addition of NaBH4 the reactionmixture was quenched imidiately by excess of ice and taken extract with ethylacetate twice. Theorganic fractions was combined and dried over anhydrous Na2SO4 and evaporated through rotary vacuum.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1-methylindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Article; Jayakumar, Samydurai; Kumarswamyreddy, Nandarapu; Prakash, Muthuraj; Kesavan, Venkitasamy; Organic Letters; vol. 17; 5; (2015); p. 1066 – 1069;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 2058-72-2,Some common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, molecular formula is C9H6BrNO2, 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: To a stirred mixture of 1-benzyl-1H-indole-2,3-dione (1a, 0.25 g,1.05 mmol), CuI (0.01 g, 0.05 mmol, 0.05 equiv), and phenylacetylene (2a, 0.11 g, 1.11 mmol, 1.05 equiv) in anhyd toluene (2 mL), DBU (0.032 g, 0.21 mmol, 0.2 equiv) was added at 25 C under a N2 atmosphere. Stirring was continued at this temperature until the starting material was completely consumed (TLC monitoring). After completion, the mixture was quenched with sat. aq NH4Cl (2mL) and extracted with EtOAc (2 ¡Á 5 mL). The combined organic layers were dried (anhyd Na2SO4) and evaporated under reduced pressure to dryness. The crude product thus obtained was purified by column chromatography (activated silica gel, 60-120 mesh, hexane-EtOAc) to afford pure 3aa as a white solid; yield: 0.35 g (97%); mp 177-179 C.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chouhan, Mangilal; Senwar, Kishna Ram; Kumar, Kapil; Sharma, Ratnesh; Nair, Vipin A.; Synthesis; vol. 46; 2; (2014); p. 195 – 202;,
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 2058-72-2 as follows. 2058-72-2

General procedure: solution of isatin (1a) (0.3 gm, 2.04 mmol),proline (2) (0.234 gm, 2.04 mmol) and methyl vinyl ketone (3) (255 muL, 3.00 mmol) in CH3CNwas heated to 80 C for 2 h. After the completion of starting precursor, the reaction mixture wascooled and solvent was evaporated on rotator evaporator to provide brown solid. The reactionmixture was purified by silica gel chromatography using hexane:ethyl acetate (6:4) as an eluentto provide product (4a) as a white solid

According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tiwari, Keshri Nath; Pandurang, Taur Prakash; Pant, Suyash; Sreelekha; Synthetic Communications; vol. 48; 7; (2018); p. 802 – 808;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-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 2058-72-2, 2058-72-2

General procedure: The reactions are conducted in a custom made, twelve membered carousal containing glass reaction chambered of 20 ml volume. To the stirred solution of 6-methylfuro[3,4-c]pyridine-3,4(1H,5H)-dione(200 mg, mmole) (1 equivalence) in ethanol (10 ml) , piperidine/pyrrolidine(1 equivalence) was added. To the stirring solution appropriateisatins (1.1 equivalence) were added under nitrogen atmosphere andthe resulting reaction mixture was refluxed at 80 C for 14 h (within which substantial amount of product precipitates from the reaction mixture). Then reaction mixture was cooled to room temperature and the supernatant was syringed off dissolved in ethyl acetate (10 ml) and washed with water. The organic layer was dried over Na2SO4, evaporated to obtain the crude which was purified by flash column chromatography with ethyl acetate/hexane as eluent.

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-Bromo-1-methylindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Luthra, Tania; Naga Lalitha; Uma; Sen, Subhabrata; Bioorganic and Medicinal Chemistry; vol. 26; 18; (2018); p. 4996 – 5005;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2058-72-2, Adding some certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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 2058-72-2.

General procedure: A solution of carbonyl compounds 1 (0.30 mmol), isatins 2 (0.40 mmol) and 50 mol% Cat. Et2NH (0.15 mmol) in EtOH (2.0 mL) was stirred at 40 oC for 15 h. After completion of the reaction, as indicated by TLC, the removal of solvent and purification by flash column chromatography (hexane/EtOAc= 5:1~3:1) were carried out to furnish the corresponding products 3.

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 2058-72-2.

Reference:
Article; Lin, Bing; Lu, Yi; Huang, Jun-Fei; Gong, Yi; Liu, Huan-Huan; Liu, Xiong-Li; Tian, Min-Yi; Zhou, Ying; Yuan, Wei-Cheng; Synthetic Communications; vol. 47; 6; (2017); p. 609 – 617;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

The chemical industry reduces the impact on the environment during synthesis 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, I believe this compound will play a more active role in future production and life. 2058-72-2

General procedure: DABCO (0.112 g, 1.00 mmol) was added to a solution of 2a (0.08 g, 0.5 mmol), phenol (0.094 g, 1.00 mmol) and 1a (0.147 g, 1.00 mmol) in acetonitrile (0.5 mL), and the reaction was kept for 2 days. The reaction mixture was then directly subjected to column chromatography (EtOAc/Hexane, 3:10) to obtain the product 3aa as a yellow solid (0.142 g) at 92% yield.

The chemical industry reduces the impact on the environment during synthesis 2058-72-2. I believe this compound will play a more active role in future production and life.

Reference:
Article; Singh, Radhey M.; Bharadwaj, Kishor Chandra; Tiwari, Dharmendra Kumar; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 2975 – 2980;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, 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 2058-72-2. 2058-72-2

General procedure: A mixture of isatin (1.0 mmol), alpha-amino acid (1.0 mmol) and aroylacrylic acid (1.0 mmol) in 4.0 mL aqueous methanol(1:3) was heated in an oil bath to reflux temperature for about 20 min or stirred at room temperature from 25 min to 12 hours. The resulting precipitates were collected by filtration and washed with cold methanol to give analytically pure products 6.

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 5-Bromo-1-methylindoline-2,3-dione.

Reference:
Article; Pavlovskaya, Tatyana L.; Yaremenko, Fedor G.; Lipson, Victoria V.; Shishkina, Svetlana V.; Shishkin, Oleg V.; Musatov, Vladimir I.; Karpenko, Alexander S.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 117 – 126;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem