Category: 954-81-4

Safety of N-(5-Bromopentyl)phthalimide, Chemical engineers ensure the efficiency and safety of chemical processes, adapt the chemical make-up of products to meet environmental or economic needs, and apply new technologies to improve existing processes.

General procedure: Compound 5 (5.67g, 12mmol) was added into MeCN (50mL), and then Compound 6-9 (14.2mmol) were added, respectively. After an addition of K2CO3 (5.9g, 42.6mmol), the mixture was refluxed for 24h and followed by TLC. After the solvent was removed by distillation under reduced pressure, the residue was dissolved in EtOAc (200mL), and washed by water (3×50mL). The organic phase was dried by MgSO4, and then was evaporated. The crude product was purified by column chromatography (DCM/EtOAc=20:1, Rf=0.7) to give 10-13 as white solid.

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to navigate research efforts intended to implement such knowledge in the development of new catalytic chemistries. Read on for other articles about 954-81-4.

Reference:
Article; Duan, Xiaojiang; Ruan, Qing; Gan, Qianqian; Song, Xiaoqing; Fang, Si’an; Zhang, Xuran; Zhang, Junbo; Journal of Organometallic Chemistry; vol. 868; (2018); p. 154 – 163;,
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Adding a certain compound to certain chemical reactions, such as: 954-81-4, name is N-(5-Bromopentyl)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 954-81-4, Application In Synthesis of N-(5-Bromopentyl)phthalimide

General procedure: N-(3-{1-[2-(1,3-Dioxoisoindolin-2-yl)ethyl]piperidin-4-yl}phenyl)acetamide (7a) N-[3-(Piperidin-4-yl) phenyl]-acetamide (6, 600 mg, 2.36 mmol), N-(2-bromoethyl)-phthalimide (720 mg, 2.83 mmol), and sodium carbonate(979 mg, 7.08 mmol) were dissolved in DMF (10 mL). After being stirred at 70C for 18 h, the mixture was diluted with water (50 mL), and extracted with ethyl acetate (50 mL×2). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo, giving a residue that was subjected to column chromatography on silica gel (10% MeOH-CH2Cl2) to afford the title compound.

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-(5-Bromopentyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lim, Chae Jo; Choi, Jun Young; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang; Chemical and Pharmaceutical Bulletin; vol. 61; 12; (2013); p. 1239 – 1247;,
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Reference of 954-81-4, 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. 954-81-4, name is N-(5-Bromopentyl)phthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

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. 2-(5-(Pyrrolidin-1-yl)pentyl)isoindoline-1,3-dione (1) [55]. Procedure M1. Reaction of 2-(5-bromopentyl)isoindoline-1,3-dione [37] (0.5 g, 1.69 mmol) with pyrrolidine (0.13 g, 1.86 mmol) and K2CO3 (0.7 g,5.1 mmol) in acetonitrile (25 mL), after 20 h, column chromatography gave oil product. Yield 0.35 g(73%). TLC (S3) Rf = 0.13. MW 286.17. Formula: C17H22N2O2. MS: m/z 287.28 [M + H]+. 1H-NMR(300 MHz, CDCl3) delta ppm: 7.89-7.77 (m, 2H), 7.78-7.65 (m, 2H), 3.69 (t, J = 6.9 Hz, 2H), 3.00 (m, 4H),2.06-1.88 (m, 4H), 1.81-1.65 (m, 4H), 1.48-1.21 (m, 4H). Hydrochloride salt: M.p. 190C. Elementalanalyses (%) for C17H22N2O2 HCl Calc. C 63.25; N 8.63; H 7.18, found: C 62.73; N 8.54; H 7.27.

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-(5-Bromopentyl)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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Application of 954-81-4, These common heterocyclic compound, 954-81-4, name is N-(5-Bromopentyl)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.

Step A: Preparation of 2-{(S)-1-[5-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)pentyl]pyrrolidin-3-yl}-2,2-diphenylacetamide A 200-mL three-necked flask was charged with 2,2-diphenyl-2-(S)-pyrrolidin-3-ylacetamide, the intermediate from Example A (2.8 g, 10 mmol), N-(5-bromo-pentyl)phthalimide (3.55 g, 12 mmol), triethylamine (4.27 mL, 30 mmol) and ACN (100 mL). The reaction mixture was stirred at 55 C. for 8 hours and then concentrated under reduced pressure. IPAc was added to the residue and this mixture was washed with 0.5 N NaOH (2*100 mL), brine (1*100 mL), dried over magnesium sulfate, filtered and concentrated to give 5 g of the title intermediate (100% yield). MS m/z [M+H+] calc’d for C31H33N3O3 496.3; found 496.4.

Statistics shows that N-(5-Bromopentyl)phthalimide is playing an increasingly important role. we look forward to future research findings about 954-81-4.

Reference:
Patent; Theravance, Inc.; US2005/203161; (2005); A1;,
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Application of 954-81-4, 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. 954-81-4 name is N-(5-Bromopentyl)phthalimide, 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.

To a stirred solution of compound 14-k (80 g, 0.27 mol) in DMF (745 mL) was added potassium thioacetate (34 g, 0.29 mol) portion wise over 20 mm at room temperature. After complete addition, the reaction mixture was stirred at room temperature for 30 mm. Reaction progress was monitored by TLC; after completion the reaction mixture was quenched with ice-cold water (1 L) and stirred for 1 h. The resultant precipitate was filtered, washed with water (500 mL) and dried in vacuo to afford 15-k as an off-white solid (75 g, 95%).?HNMR (400 IVIFIz, CDC13): 7.84 (dd, J= 5.5 Hz, 3.0 Hz, 2H), 7.71 (dd, J 5.5 Hz, 3.1 Hz, 2H), 3.67 (t, J= 7.3 Hz, 2H), 2.85 (t, J= 7.3 Hz, 2H), 2.30 (s, 3H), 1.73-1.65 (m, 3H), 1.64-1.57 (m, 1H), 1.46-1.37 (m, 2H);LC-MS: 292.2 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-(5-Bromopentyl)phthalimide, and friends who are interested can also refer to it.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; LADNER, Robert, D.; (340 pag.)WO2018/98207; (2018); A1;,
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Application of 954-81-4, 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 954-81-4 as follows.

8.7ml (6 · 5 X 102 moles) 1,5-dibromopentane with6 g (3. 2 X 10 2 moles) Phthalimide potassium salt dissolved in 100ml of N, N- dimethylformamide andunder room temperatureit was stirred for 15hours.The solvent was distilled off under reduced pressure, The residue usingn-hexane: ethyl acetate with a volumeratio of 10: 1 eluent to carry out column chromatography, gradually increasingthe polarity to hexane: ethyl acetate with a volume ratio of 5: 1 to give a product of 6.9g(2.3X102 mol) a bromogroup substituted by Phthalimide. The product with 5. 9g (4. 7X 102 mol) of sodium sulfite, 140ml water and 85ml95% ethanol mixed reactionwas heated to 95 C for18h, the remainingsolvent was drained, and the resulting residue was mixed with 73ml ofconcentrated hydrochloric acidthen was heated to 110 C thefor 18H, it was drained, with water – 95% ethanol on the residue to carry out recrystallization to give 5-amino-1-pentylSulfonic acid 2. 7g (total yield 50%).

According to the analysis of related databases, 954-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Institute of Chemistry Chinese Academy of Sciences; zhao, jingquan; DENG, HONG; XEI, JIE; (16 pag.)CN101948412; (2016); B;,
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Reference of 954-81-4, 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. 954-81-4 name is N-(5-Bromopentyl)phthalimide, 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: To a stirred suspension of phenol (12 mmol) and K2CO3 (20 mmol) in DMF (20 mL), intermediates 2a-2e (10 mmol) were added. After stirred at room temperature for 10-12 h, the mixture was quenched with water and extracted with EtOAc for three times. The combined organic phase was dried over MgSO4, filtered and concentrated to give the crude product, which was puried by chromatography on an silica gel column (EtOAc/petroleum ether as eluent) to give the products. The preparation of compounds 3a-3e was according to the method previously described [42].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-(5-Bromopentyl)phthalimide, and friends who are interested can also refer to it.

Reference:
Article; Shan, Wen-Jun; Huang, Ling; Zhou, Qi; Meng, Fan-Chao; Li, Xing-Shu; European Journal of Medicinal Chemistry; vol. 46; 12; (2011); p. 5885 – 5893;,
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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. 954-81-4, name is N-(5-Bromopentyl)phthalimide, A new synthetic method of this compound is introduced below., Quality Control of N-(5-Bromopentyl)phthalimide

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.

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; 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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954-81-4, name is N-(5-Bromopentyl)phthalimide, 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. Recommanded Product: 954-81-4

A mixture of 4-hydroxy-benzoic acid methyl ester (3.01 g, 19.8 mmol), 2-(5-bromo-pentyl)-isoindole-1,3-dione (3.9 g, 13.2 mmol), and K2CO3 (1.82 g, 13.2 mmol) in acetone (150 mL) was heated to reflux for 24 hrs. The reaction mixture was cooled to rt and the solvents were removed in vacuo. The crude was diluted in EtOAc and washed with 1N NAOH and brine. The organic layer was dried over sodium sulfate. The solvents were removed IRA vacuo. The crude was recrystallized from EtOAc to afford the title compound as a white solid (4 g, 83%). 1H-NMR (CDC13) : delta 7.95-7. 98 (m, 2H), 7.83- 7.86 (m, 2H), 7.70-7. 73 (m, 2H), 6.86-6. 89 (m, 2H), 4.00 (t, 2H, J= 6.22 Hz), 3.88 (s, 3H), 3.73 (t, 2H, J= 7.29 Hz), 1. 82-1. 89 (m, 2H), 1.73-1. 81 (m, 2H), 1.50-1. 57 (m, 2H).

The synthetic route of 954-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3-DIMENSIONAL PHARMACEUTICALS, INC.; WO2003/99805; (2003); A1;,
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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 954-81-4 as follows. Formula: C13H14BrNO2

Potassium carbonate (0.50 g, 3.6 mmol) was added to a solutionof N-[(4-triphenylmethylamino)butyl]-4-nitrobenzenesulfonamide(0.93 g, 1.8 mmol) and N-(5-bromopentyl)phthalimide(0.54 g, 1.8 mmol) in DMF (12 mL). The mixture was stirred at95 C and monitored by TLC (5% EtOAc in DCM). The reactionwas diluted with ethyl acetate (100 mL) and extracted with water(4 100 mL) and brine (100 mL). The organics were dried oversodium sulfate and concentrated under reduced pressure. The residuewas purified on silica gel (1:3:96 triethylamine/ethyl acetate/dichloromethane) to yield the product as an off-white foam (1.03 g,1.41 mmol, 78%). 1H NMR (500 MHz, DMSO) d 8.35 (d, 2H, J = 9 Hz),8.02 (d, 2H, J = 9 Hz), 7.82 (m, 4H),7.35 (d, 6H, J = 8 Hz), 7.24 (t, 6H,J = 7.5 Hz), 7.13 (t, 3H, J = 7.5 Hz), 3.51 (t, 2H, J = 7 Hz), 3.07 (m, 4H),1.91 (m, 2H), 1.58 (m, 2H), 1.49 (m, 4H), 1.35 (m, 2H), 1.20 (m, 2H);13C NMR (125 MHz, CDCl3) d 168.37, 149.78, 146.04, 145.92,133.95, 132.01, 128.54, 128.16, 127.77, 126.22, 124.32,123.20,70.79, 48.22, 47.98, 42.99, 37.47, 28.08, 27.99, 27.82,26.44, 23.78; HRMS (C42H42N4O6S): calculated 730.2825, observed730.2837

According to the analysis of related databases, 954-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thomson, Andrew; O’Connor, Sean; Knuckley, Bryan; Causey, Corey P.; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4602 – 4608;,
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