Category: 17702-83-9

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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 17702-83-9

General procedure: 0.91 g (3.6 mmol) N-(2 -bromoethyl) phthalimide was dissolved 20 mL DMF, added 0.53 g (3 mmol)1-benzylpiperazine, 0.62 g (4.5 mmol) K2CO3, heated to 60-70 °C reacted for 4 h, TLC detection, until the benzylpiperazinewas complete reaction. 30 mL of water was added, extracted three times withethyl acetate (20 mL× 3), the organic layer was extracted four times (30mL × 4)with saturated brine, dried with anhydrous magnesium sulfate, and the solventwas distilled off under reduced pressure, cooled to room temperature, silicagel column chromatography (100-200 mesh silica gel, eluent petroleum ether:ethyl acetate = 1:1 – 1: 4) to give 0.7 g (67percent yield) as a white solid. #10;

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2380 – 2382;,
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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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

General procedure: Procedure M2. A mixture of the appropriate 2-(bromoalkyl)-isoindoline-1,3-dione (1 equiv)with 1,2,3,4-tetrahydoisoquinoline (1 equiv) in the presence of K2CO3 (2.5-3 equiv) was stirred inacetonitrile under reflux for 20 h. Subsequently, the solvent was evaporated under vacuum, producinga residue which was further dissolved in 40 mL of sodium bicarbonate and extracted with ethyl acetate(3 x 30 mL). The organic layer was acidified 2 M HCl and extracted with distilled water (3 x 30 mL).Then, the combined aqueous extracts were alkalized using 4M NaOH, extracted with DCM and driedwith anhydrous Na2SO4. The solvent was then evaporated and the residue was purified by silica gelcolumn chromatography (S4) yielding a yellow oil. The final product was obtained in the form ofhydrochloride salt. The following compounds were obtained.

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hebda, Michalina; Bajda, Marek; Wieckowska, Anna; Szal?aj, Natalia; Pasieka, Anna; Panek, Dawid; Gody?, Justyna; Wichur, Tomasz; Knez, Damijan; Gobec, Stanislav; Malawska, Barbara; Molecules; vol. 21; 4; (2016);,
Indoline – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-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 17702-83-9, Recommanded Product: 2-(8-Bromooctyl)isoindoline-1,3-dione

a) Preparation of 8-(cis/trans-2,6-dimethyl)morpholinyloctyl phthalimide 8-Bromooctylphthalimide (9 g; 26.60 mmoles) and 2,6-dimethyl morpholine (cis-trans isomers mix) (9.8 ml; 79.5 mmoles) were dissolved in anhydrous acetonitrile (50 ml). The mixture was allowed to stir at room temperature for 18 hours approx. The reaction was discontinued by solvent evaporation under reduced pressure. The collected residue was purified by chromatography on silica gel (CH2Cl2/MeOH 95:5). The first product isolated (Rf = 0.7) is a light yellow oil (A trans) (2.04 g), the second (Rf = 0.4) is a yellow oil (B cis) (3.4 g). Total yield 54.8percent.

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-(8-Bromooctyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIOLANUM FARMACEUTICI S.P.A.; EP575954; (1993); 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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 2-(8-Bromooctyl)isoindoline-1,3-dione

General procedure: To asolution of intermediate 12 (2.0 mmol) andanhydrous K2CO3 (0.69 g, 5.0 mmol) in acetone (10 mL), pyrrolidine(2.5 mmol) was added. After reflux for 6 h until thestarting material 12 disappeared,the solvent was removed under vacuum, the residue was poured into water andextracted with EtOAc, the solution was dried over Na2SO4and then concentrated, the compounds 13 wereused without further purification.

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; Luo, Wen; Wang, Ting; Hong, Chen; Yang, Ya-Chen; Chen, Ying; Cen, Juan; Xie, Song-Qiang; Wang, Chao-Jie; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 17 – 26;,
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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 17702-83-9 as follows. Application In Synthesis of 2-(8-Bromooctyl)isoindoline-1,3-dione

step 1 8-(Benzoxazol-2-ylsulfanyl)-octylamine To a round bottom flask with 2-mercaptobenzoxazole (2.14 g, 14.2 mmol) andDMF (100 mL) at room temperature was added K2CO3 (2.61 g, 18.9 mmol) followed by N-(8-bromooctyl)phthalimide (4.00 g, 11.8 mmol). The resulting solution was heated to 60° C. for 0.5 h and then cooled back to room temperature. At this point, the reaction mixture was quenched with H2O (100 mL) and then diluted with EtOAc (600 mL). The organic layer was washed with 1 N HCl (60 mL), sat. aq. NaHCO3 (60 mL), and brine (60 mL) and then dried (MgSO4). After concentration, the residue was purified by the Biotage Flash 40 apparatus (10 to 20percent EtOAc/petroleum ether gradient) to afford the thioether intermediate. To this thioether intermediate (3.02 g, 7.39 mmol) in MeOH (40 mL) at room temperature was added hydrazine monohydrate (0.860 mL, 17.7 mmol) and the resulting mixture was heated to reflux. After 18 h at this temperature, the reaction was concentrated, taken up in EtOAc (300 mL), and filtered to remove insoluble materials. This phthalimide byproduct was washed with excess EtAOc, and the filtrate was washed with H2O (40 mL) and brine (40 mL). The organic layer was then dried (Na2SO4) and concentrated to afford the product (1.87 g, 57percent) as an oil; 1H NMR (CDCl3) delta1.14-1.67 (m, 12H), 1.72-1.92 (m, 2H), 2.69 (t, J=9.6 Hz, 2H), 3.32 (t, J=8.5 Hz, 2H), 7.16-7.34 (m, 2H), 7.38-7.47 (m, 1H), 7.54-7.66 (m, 1H); mass spectrum [(+) ESI], m/z 279(M+H)+.

According to the analysis of related databases, 17702-83-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Butera, John A.; Caufield, Craig E.; Graceffa, Russell F.; Greenfield, Alexander; Gundersen, Eric G.; Havran, Lisa Marie; Katz, Alan H.; Lennox, Joseph R.; Mayer, Scott C.; McDevitt, Robert E.; US6214877; (2001); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 17702-83-9

General procedure: To a solution of compound 5 (0.21 g, 10 mmol) in ethanol (20.0 ml), N-(3-bromopropyl)phthalimide (0.27 g, 10 mmol) was added, and the mixture was refluxed for 12 h. The reaction mixture was filtered to remove precipitated solid and the filtrate was concentrated under vacuum. The viscous residue was dissolved with 20 ml of ether, then washed with water and the ether layer was dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure, the crude compound was chromatographed on silica gel to give O,O-diethyl-S-3-phthalimidopropyl phosphorothioate (0.12 g, 33.6percent yield) as light yellow oil.

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 17702-83-9.

Reference:
Article; Zhao, Qianfei; Xie, Ruliang; Zhang, Tao; Fang, Jing; Mei, Xiangdong; Ning, Jun; Tang, Yun; Bioorganic and Medicinal Chemistry Letters; vol. 21; 21; (2011); p. 6404 – 6408;,
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Related Products of 17702-83-9, These common heterocyclic compound, 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-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: 0.91 g (3.6 mmol) N-(2 -bromoethyl) phthalimide was dissolved 20 mL DMF, added 0.53 g (3 mmol)1-benzylpiperazine, 0.62 g (4.5 mmol) K2CO3, heated to 60-70 °C reacted for 4 h, TLC detection, until the benzylpiperazinewas complete reaction. 30 mL of water was added, extracted three times withethyl acetate (20 mL× 3), the organic layer was extracted four times (30mL × 4)with saturated brine, dried with anhydrous magnesium sulfate, and the solventwas distilled off under reduced pressure, cooled to room temperature, silicagel column chromatography (100-200 mesh silica gel, eluent petroleum ether:ethyl acetate = 1:1 – 1: 4) to give 0.7 g (67percent yield) as a white solid. #10;

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2380 – 2382;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 17702-83-9, These common heterocyclic compound, 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-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.

step 1 8-Morpholin-4-yloctylamine To a solution of N-(8-bromooctyl)phthalimide (8.46 g, 25.0 mmol) in CH3CN (70 mL) at room temperature wag added morpholine (4.80 g, 55.0 mmol). After 18 h at this temperature, the reaction mixture was concentrated and then diluted with EtOAc (100 mL). The organic layer was washed with 10percent aq. Na2CO3 (3*30 mL), H2O (2*20 mL), and brine (2*20 mL) and then dried (Na2SO4). After concentration, the residue was purified by the flash chromatography (5 to 10percent MeOH/CH2Cl2 gradient) to afford the substituted morpholine intermediate. To this substituted morpholine intermediate (7.40 g, 21.5 mmol) in MeOH (70 mL) at room temperature was added hydrazine monohydrate (1.28 mL, 25.8 mmol) and the resulting mixture was heated to reflux. After 2 h at this temperature, the reaction was concentrated and then diluted with 1N HCl (100 mL). The mixture was stirred for 1 h, and the precipitate that formed during this time was filtered and washed with excess 0.5 N HCl. The filtrate was basified with 50percent aq. NaOH (~7 mL) and stirred about 15 min. This aqueous solution was extracted with CHCl3 (4*50 mL) and the combined organic layers were washed with H2O (3*50 mL) and brine (1*50 mL). The organic layer was then dried (Na2SO4) and concentrated to afford the product (4.16 g, 77percent) as an oil; 1H NMR (DMSO-d6) delta81.18-1.34 (m, 12H), 1.34-1.43 (m, 2H), 2.21 (t, J=7.0 Hz, 2H), 2.26-2.33 (m, 4H), 2.46-2.52 (m, 2H), 3.53 (t, J=4.6 Hz, 4H); IR (film) 3390, 2930, 2860, 2820, 2790, 2710, 2180, 1640, 1610, 1460, 1390, 1375, 1360, 1320, 1300, 1275, 1200, 1135, 1120, 1080, 1040, 1010, 900, 870, 815, 800, and 725 cm-1; mass spectrum [(+) APCI], m/z 215 (M+H)+.

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Butera, John A.; Caufield, Craig E.; Graceffa, Russell F.; Greenfield, Alexander; Gundersen, Eric G.; Havran, Lisa Marie; Katz, Alan H.; Lennox, Joseph R.; Mayer, Scott C.; McDevitt, Robert E.; US6214877; (2001); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 17702-83-9, 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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

a) Preparation of 8-piperidinyloctylphthalimide 8-Bromooctylphthalimide (517 mg; 2.0 mmoles) and piperazine (0.40 ml; 4.0 mmoles) were dissolved in anhydrous ethyl ether (5 ml). Reaction times and process as per Example 1. 431 mg of pure product were obtained. Yield 63percent.

The synthetic route of 2-(8-Bromooctyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

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

Electric Literature of 17702-83-9, 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 17702-83-9 as follows.

A mixture of compound 54 (0.85 g, 5.62 mmol), Na2CO3 (0.95 g, 8.99 mmol), and compound 3 (2.16 g, 6.39 mmol) in CH3CN (40 ml) was sirred under reflux for 48 h, cooled, and poured onto ice-water (300 ml). The mixture was extracted with CH2CI2 (3 x 100 ml), the combined extracts were dried (Na2SO4), and concentrated. The residue was purified by column chromatography (petroleum ether-EtOAc (5: 1)) to afford a 2: 1 mixture of the title compound 55 with the starting amine 54 as a colourless oil which was used in the next step without further purification. 1H-NMR (200 MHz, CDCI3, HMDSO): delta 1.15 (t, J=7.1 Hz, 3H); 1.22-1.41 (m, 8H); 1.47-1.76 (m, 4H); 2.74 (q, 3=1.1 Hz, 2H); 3.67 (t, 3=1.1 Hz, 2H); 4.69 (s, 2H); 7.23-7.39 (m, 5H), 7.64-7.75 (m, 2H); 7.78-7.88 (m, 2H).

According to the analysis of related databases, 17702-83-9, the application of this compound in the production field has become more and more popular.