Tag: M.W=300-400

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. 153171-22-3, name is 2-(4-Bromobenzyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Product Details of 153171-22-3

N-(4-Phthalimidomethyl)phenyl isatin A solution of 1.863 g (12.66 mmol) of isatin in 80 ml of anhydrous N,N-dimethylformamide (DMF) was treated at room temperature with 0.608 g (15.19 mmol) of sodium hydride (60% dispersion) for about 40 minutes until the formation of the hydrogen bubble ceased. Then, cuprous iodide (CuI, 5.303 g, 27.85 mmol) and 4-phthalimidomethyl bromobenzene (6 g, 18.99 mmol) were added; the reaction was allowed to stir under nitrogen at 160 C. for 16 hours. The reaction was cooled down to room temperature and mixed with 400 ml of chloroform. The resulting mixture was filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was separated on a silica flash column (5 to 20% ether/toluene) to give the desired product in 1.76 g (36.4% yield). Rf: 0.2 (silica gel, 10% ether/toluene). MS (MALDI-TOF): m/z 384.437 (observed).

The synthetic route of 153171-22-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Corporation; US6165800; (2000); A;,
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Synthetic Route of 1168150-46-6, These common heterocyclic compound, 1168150-46-6, name is (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate, 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 intermediate (3a, 3b, 6a, 6b, 10a, 10b, 11a-d, and14a-g, 1.5 mmol) and methyl (E)-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (1.5 mmol) in methanol (10 mL) wasstirred under reflux for 5-10 h. When TLC showed the completionof the reaction, the solution was cooled to room temperature. Theprecipitate was filtered off to give a crude product, which wasrecrystallized from methanol to provide the target compounds.

Statistics shows that (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate is playing an increasingly important role. we look forward to future research findings about 1168150-46-6.

Reference:
Article; Qin, Mingze; Tian, Ye; Sun, Xiaoqing; Yu, Simiao; Xia, Juanjuan; Gong, Ping; Zhang, Haotian; Zhao, Yanfang; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 492 – 502;,
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Some common heterocyclic compound, 88150-75-8, name is Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate, molecular formula is C16H17NO6, 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. Recommanded Product: 88150-75-8

(B.) From ethyl 4-[2-(phthalimido)ethoxy]acetoacetate STR54 Ethyl 4-[2-(phthalimido)ethoxy]acetoacetate (200 g) was dissolved in isopropanol (1000 ml) and to this was added 2-chlorobenzaldehyde (88.1 g) and methyl 3-aminocrotonate (72.2 g). The mixture was refluxed for 21 hours then the methanol was evaporated to leave an oil which was dissolved in acetic acid (1000 ml). After granulating overnight, the precipitate was collected, washed with acetic acid then slurried in methanol (300 ml). Filtration gave the title compound the n.m.r. and ir of which were identical with those of the material prepared by part (A) above.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 88150-75-8, its application will become more common.

Reference:
Patent; Pfizer Inc.; US4572909; (1986); A;,
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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. 85342-65-0, name is 4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Formula: C8HCl4NO3

General procedure: A screw-capped culture tube with a stir bar was charged with alkyl carboxylic acid (0.2 mmol), /V-hydroxyphthalimide or tetrachloro-/V-hydroxyphthalimide (0.2 mmol, 1 .0 equiv) and Lambda/,Lambda/’-dicyclohexylcarbodiimide (0.2 mmol, 1 .0 equiv). The tube was then evacuated and backfilled with argon for three times. CH2CI2 (2.0 mL) was added and the resulting mixture was stirred at room temperature for 2 h before the volatiles were removed in vacuo. MgBr2 – OEt2 (77 mg, 0.3 mmol, 1 .5 equiv) was added. The tube was evacuated and backfilled with argon for three times. Suspension A (0.8 mL, NiCI2 – 6H20 (10 mol%)/L1 (13 mol%) in THF) or suspension C (0.8 mL, NiCI2 – 6H20 (10 mol%)/L2 (13 mol%) was added. The mixture was stirred vigorously at room temperature for 15 min (or until no granular MgBr2 OEt2 was observed) and was subsequently cooled to 0 C before a suspension of [B2pin2Me]Li in THF (1 .1 mL) was added in one portion (note: do not add it dropwise). After being strred for 1 h, the reaction was warmed to room temperature and stirred for another 1 h. The reaction mixture was then quenched with 0.1 N HCI (10 mL) and extracted with Et20 (5 mLx2). The combined organic layers were dried over Na2S04, concentrated in vacuo and purified by column chromatography to give the desired product.

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; THE SCRIPPS RESEARCH INSTITUTE; BARAN, Phil; LI, Chao; WANG, Jie; CHATTERJEE, Arnab, Kumar; KUMAR, Manoj; YU, Shan; JOHNSON, Kristen, Ann; QIN, Tian; SHANG, Ming; (167 pag.)WO2018/175173; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 24566-79-8, name is N-(6-Bromohexyl)phthalimide, 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 24566-79-8, Product Details of 24566-79-8

General procedure: Procedure M1. A mixture of the appropriate 2-(bromoalkyl)isoindoline-1,3-dione (1 equiv) with amine (pyrrolidine or morpholine) (1.1 equiv) in the presence of K2CO3 (3 equiv) was stirred in acetonitrile under reflux for 20 h. Subsequently, the solvent was evaporated under reduced pressure,producing a residue which was further dissolved in 20 mL of water and extracted with DCM(3 x 30 mL). The organic layer was dried with anhydrous Na2SO4. The solvent was then evaporated and the residue was purified by silica gel column chromatography (S3) yielding a yellow oil. The finalproduct was transformed into hydrochloride salt. The following compounds were obtained.

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, N-(6-Bromohexyl)phthalimide, other downstream synthetic routes, hurry up and to see.

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);,
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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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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. 24566-79-8, name is N-(6-Bromohexyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 24566-79-8

[0691] Step 2: Synthesis of S-(6-(1,3-dioxoisoindolin-2-yl)hexyl) ethanethioate (4-i) To a stirred solution of compound 3-i (6.39 g, 20.3 mol) in DMF (60 mL) was added potassium thioacetate (2.78 g, 34.3 mmol) portion wise and stirred for 20 min at room temperature. After complete addition, the reaction mixture was stirred at room temperature for 30 min. Reaction progress was monitored by TLC; after completion the reaction mixture was quenched with ice-cold water (250 mL) and stirred for 1 h. The resultant precipitated was filtered, washed with water (100 mL) and dried in vacuo to afford 4-i as an off-white solid (5.8 g, 93.5%). LCMS: 306.20 (M+1).

The synthetic route of 24566-79-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; LADNER, Robert D.; (345 pag.)WO2018/128720; (2018); A1;,
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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. 153171-22-3, name is 2-(4-Bromobenzyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(4-Bromobenzyl)isoindoline-1,3-dione

(b) The reaction mixture of 2-(4-bromobenzyl)isoindole-1,3-dione (5.01g, 15.83mmol) and H2NNH2·H2O (100%) (1.59g, 31.67mmol) in MeOH (50ml) was stirred for 1h at reflux. After cooling, MeOH was removed under reduced pressure. Concentrated HCl (20ml) was then added and the resulting mixture was stirred for 1.5h at reflux. After cooling, 2N NaOH (200ml) was added to the mixture, and the insoluble matters were removed by filtration. The filtrate was extracted with AcOEt (100ml×3). The combined organic layer was washed with H2O (100ml×1) and then brine (100ml×1), dried over Na2SO4 (anhyd), filtered, and concentrated under reduced pressure to afford 4-bromobenzylamine (2.73g, 14.65mmol, y. 93%) as a yellow oil. 1H NMR (300MHz/CDCl3) delta 3.83 (2H, s, CH2), 7.20 (2H, d, J=8.4Hz, ArH), 7.45 (2H, d, J=8.4Hz, ArH).

The synthetic route of 153171-22-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tashima, Toshihiko; Murata, Hiroaki; Kodama, Hidehiko; Bioorganic and Medicinal Chemistry; vol. 22; 14; (2014); p. 3720 – 3731;,
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Electric Literature of 24566-79-8, These common heterocyclic compound, 24566-79-8, name is N-(6-Bromohexyl)phthalimide, 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 the intermediates 3a-3e (5 mmol) and corresponding secondary amine 4a-4g (5.5 mmol) was added in CH3CN (20 ml) at the presence of anhydrous K2CO3 (6 mmol). The mixture was heated at 65 C for 6-10 h. The solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2 (25 mL), washed with water (20 mL × 3), and the combined organic phases were washed with saturated aqueous NaCl (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to get the target products TM-1~TM-28.

Statistics shows that N-(6-Bromohexyl)phthalimide is playing an increasingly important role. we look forward to future research findings about 24566-79-8.

Reference:
Article; Sang, Zhipei; Wang, Keren; Wang, Huifang; Yu, Lintao; Wang, Huijuan; Ma, Qianwen; Ye, Mengyao; Han, Xue; Liu, Wenmin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 22; (2017); p. 5053 – 5059;,
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Reference of 1168150-46-6, 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. 1168150-46-6, name is (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

N-methyl-2-(4-methylpiperazin-1-yl)-N-(5-aminopyridin-2-yl)acetamide (205mg, 0.78mmol) and methyl (E)-3-(methoxy(phenyl)methylene)-2-oxoindole-6-carboxylate (200mg, 0.65mmol) placed in 15mL of methanol was heated to 70 C, 13h of holding, and then cooled to room temperature, concentrate.The residue was purified by silica gel column (ethyl acetate / petroleum ether = 1/5 to 4/1) to give a yellow oil was isolated, after recrystallization (ethyl acetate / petroleum ether = 1/8) to give a bright yellow solid, methyl (Z)-(((6-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)pyridin-3-yl)amino(phenyl)methylene))-2-oxoindole-6-carboxylate (120mg, 34%).

The synthetic route of (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Hengli medical science and Technology Co Ltd; Luo, haoxian; Wang, aichen; (42 pag.)CN103848814; (2016); B;,
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