Category: 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., Computed Properties of C9H6BrNO2

General procedure: A mixture of isatin 1 (1 mmol) and malononitrile (2) (1 mmol) in EtOH (3 mL) was stirred for 15 min then treated with a solution of dialkyl acetylenedicarboxylate 3 (1 mmol) and 3,4-dimethylaniline (1 mmol) in EtOH (1 mL). The mixture was stirred at room temperature for 8 h. After completion of the reaction (TLC, eluent: EtOAc/hexane, 1:2), the mixture was filtered and the precipitate washed with H2O (5 mL) and EtOH (5 mL) to afford the pure product 4.

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; Tisseh, Zeinab Noroozi; Ahmadi, Fereshteh; Dabiri, Minoo; Khavasi, Hamid Reza; Bazgir, Ayoob; Tetrahedron Letters; vol. 53; 28; (2012); p. 3603 – 3606;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products 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: 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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methylindoline-2,3-dione, its application will become more common.

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

Reference 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: A oven dried flask containing an appropriate dicarbonyl compound 15 (isatin or acenaphthoquinone or ninhydrin, 0.5 mmol), an appropriate alpha-amino acid 16 (sarcosine or l-proline, 0.6 mmol) and an appropriate dipolarophile 6 (0.5 or 1 mmol) in an appropriate dry solvent (3-4 mL) was heated to the temperature and time as shown in the respective Tables/Schemes. Then, the reaction mixture was cooled to rt and the solvent was evaporated in vacuo, which afforded a crude reaction mixture. Then, the crude mixture was subjected to the silica gel column chromatography purification (EtOAc/hexane), which gave the corresponding spiro-pyrrolidine/pyrrolizidines containing heteroaryl moieties 17/18/19 (see the corresponding Tables/Schemes for specific entries).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methylindoline-2,3-dione, its application will become more common.

Reference:
Article; Rajkumar, Vadla; Babu, Srinivasarao Arulananda; Padmavathi, Rayavarapu; Tetrahedron; vol. 72; 36; (2016); p. 5578 – 5594;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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

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 synthetic route of 5-Bromo-1-methylindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

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

2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C9H6BrNO2

General procedure: A 5 mL of two-necked flask with 25 mg of freshly activated 4A molecular sieves and micro stirbar was flame heated under vacuum and refilled with Nitrogen. Isatin derivative (0.10 mmol, in 0.5 mL of benzene, 0.5 M) was charged to the cooled round bottom under argon, followed by addition of carbamoylsilane (0.15 mmol) in 0.1 mL of benzene. The sealed reaction mixture was stirred at 60 C until no isatin derivatives could be detected by TLC. Volatiles were removed in vacuum to afford the crude product which was purified by column chromatography on silica gel (petroleum ether/ethyl acetate combination) to give compound 3.6

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

Reference:
Article; Liang, Jin-Yan; Wang, Hui; Yang, Yan-Li; Shen, Shou-Jie; Chen, Jian-Xin; Tetrahedron Letters; vol. 58; 27; (2017); p. 2636 – 2639;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference 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: (2E,2’E)-3,3′-Benzene-1,4-diylbis(1-phenylprop-2-en-1-one) (1) (0.34 g, 1 mmol) was added in one portion at room temperature to a stirred solution of isatin 2(1 mmol) and sarcosine (4) (0.09 g, 1 mmol) in 10 ml ethanol. The reaction mixture was stirred for 8 h. The solvent was then removed under reduced pressure, and theresidue was recrystallized from ethyl acetate as white powder.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methylindoline-2,3-dione, its application will become more common.

Reference:
Article; Taghizadeh, Mohammad Javad; Javidan, Abdollah; Keshipour, Sajjad; Chemistry of Heterocyclic Compounds; vol. 51; 5; (2015); p. 467 – 471; Khim. Geterotsikl. Soedin.; vol. 51; 5; (2015); p. 467 – 471,5;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. HPLC of Formula: C9H6BrNO2

General procedure: A mixture of substituted isatin 1 (0.5 mmol), cyclic 1,3-dicarbonyl 2 (0.55 mmol), 4-hydroxyl coumarin 3 (0.55 mmol) and I2 (0.05 mmol) in DCE (2 mL) was heated at 60 C under atmosphere. The progress was monitored using TLC detection. After completion of the present reaction, the reaction mixture was concentrated under vacuum. The residue was purified by column chromatography [eluent, petroleum ether/ethyl acetate 5:1] to afford the desired products 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2058-72-2, its application will become more common.

Reference:
Article; Zhang, Min; Yang, Wenbo; Qian, Min; Zhao, Ting; Yang, Liuqing; Zhu, Chunyin; Tetrahedron; vol. 74; 9; (2018); p. 955 – 961;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application 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.

General procedure: GN/SO3H (80 mg) was added to the 3 mL of EtOH/water (1:1) and dispersed for 30 min. Then, malononitrile (1 mmol), isatin (1 mmol), and dimedone (1 mmol) were added to the mixture and the mixture was heated to reflux and kept at this temperature for an appropriate time. After the time of reaction was completed, water was separated by centrifuging followed by extracting the crude product by ethyl acetate. The solvent was dried using Na2SO4 and removed from the reaction by evaporation with a rotary evaporator. Finally, the crude product was recrystallized in hot ethanol to achieve the pure product. The GN/SO3H nanocomposite was washed and reused several times.

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; Allahresani, Ali; Taheri, Bahare; Nasseri; Research on Chemical Intermediates; vol. 44; 11; (2018); p. 6979 – 6993;,
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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, A new synthetic method of this compound is introduced below., Formula: C9H6BrNO2

General procedure: To a stirred solution of the appropriate indolin-2,3-dione derivative1a-f (1 mmol) in absolute ethyl alcohol (10 mL), 4-(2-aminoethyl)benzenesulfonamide 2 (0.2 gm, 1 mmol) and catalyticamount of glacial acetic acid were added. After refluxing for 2 h, theformed precipitate was collected by filtration while hot, washedwith methanol, dried and crystallized from ethanol to furnishcompounds 3a-f with 62e75% 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; Eldehna, Wagdy M.; Al-Ansary, Ghada H.; Bua, Silvia; Nocentini, Alessio; Gratteri, Paola; Altoukhy, Ayman; Ghabbour, Hazem; Ahmed, Hanaa Y.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 521 – 530;,
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, Safety of 5-Bromo-1-methylindoline-2,3-dione

General procedure: To a solution of L-proline-melamine complex (3 mol%) in DMSO (2 mL) was added dimedone 0.025 mg (0.178 mmol), malononitrile (1 equiv) and benzaldehyde / isatin (1 equiv) and stirred at room temperature for 1-20 min. After completion of the reaction (monitored by TLC), ethyl acetate was added stirring and continued for another 5 min. The precipitate formed was filtered. Evaporation of solvent gave the crude product which was recrystallized using ethanol to give the pure compound.

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Reference:
Article; Nagaraju, Sakkani; Paplal, Banoth; Sathish, Kota; Giri, Santanab; Kashinath, Dhurke; Tetrahedron Letters; vol. 58; 44; (2017); p. 4200 – 4204;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem