Category: 3485-84-5

Synthetic Route of 3485-84-5, 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 3485-84-5 as follows.

A mixture of 4-chlorobenzaldehyde tosyl hydrazone sodium salt (1.67g, 5.05mmol), benzyltriethylammoniumchloride (1 15mg, O.deltammol), rhodium acetate (20mg, 0.05mmol) and N-vinylphtalimide (4.32g, 25.0mmol) in dry 1 ,4-dioxane (13ml) was stirred for one day under nitrogen at room temperature. Water (35ml) was added to the mixture and the aqueous phase was extracted three times with dichloromethane. The combined organic layers were dried over Na2SO4. Evaporation gave the crude material, which was purified by flash chromatography over silicagel (eluent: hexane/ethylacetate 1 :1 ). To afford 392mg (26.3% of theory) of 2-[2-(4-chloro-phenyl)-cyclopropyl]-isoindole-1 ,3-dione in the form of a solid. 1H NMR (400MHz1 CDCI3): delta 7.73-7.62(m,4H), 7.04-7.01 (m,4H), 3.08(td,1 H,CHN), 2.50(q,1 H1CHPh), 2.19(ddd,1 H,CHH), 1.63(q,1 H1CHH). MS [M+H]+ 298/300.

According to the analysis of related databases, 3485-84-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED,; WO2007/134799; (2007); A1;,
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Electric Literature of 3485-84-5, These common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, 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: Furan-3-carbaldehyde oxime (2) (300 mg, 2.7 mmol, 1.0 equiv) was mixed with 1-fluoro-4-vinylbenzene (0.39 ml, 3.24 mmol, 1.2 equiv) in dry THF (10 ml). To this mixture, sodium hypochlorite solution (12 ml) was added. Subsequently, the reaction constituents were stirred at room temperature under nitrogen for approximately 16 h. On completion of the reaction, solvent was evaporated. Extraction was carried out using ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated to obtain the crude compound. The latter was then purified by silica gel column chromatography to obtain the pure compound.

Statistics shows that N-Vinylphthalimide is playing an increasingly important role. we look forward to future research findings about 3485-84-5.

Reference:
Article; Balachandran, Sarala; Gadekar, Pradip K.; Parkale, Santosh; Yadav, Vitthal N.; Kamath, Divya; Ramaswamy, Sneha; Sharma, Somesh; Vishwakarma, Ram A.; Dagia, Nilesh M.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 5; (2011); p. 1508 – 1511;,
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Synthetic Route of 3485-84-5, 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. 3485-84-5, name is N-Vinylphthalimide, This compound has unique chemical properties. The synthetic route is as follows.

A mixture consisting of N-vinylphthalimide (2.0 g, 11.5 mmol), vinyltrimethylsilane (2.03 mL, 13.8 mmol), RuHCl(CO)(PCy3)2 (0.167 g, 0.23 mmol), and 23 mL of dry toluene was placed under an argon atmosphere in a 150 mL Schlenk bomb flask fitted with a plug valve and heated at 100 C for 24 h to complete the reaction (GC analysis). Next, after cooling the reaction mixture to room temperature, 92 mL of acetonitrile and N-iodosuccinimide (5.18 g, 23.0 mmol) were added and the mixture was stirred for 24 h at room temperature. After this time the solvents were evaporated and the reaction mixture was quenched with aqueous Na2S2O3, extracted with hexane, and concentrated to dryness. The final product was purified by column chromatography on silica gel, eluting with n-hexane/EtOAc (50/2).

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

Reference:
Article; Pawlu?, Piotr; Franczyk, Adrian; Walkowiak, J?drzej; Hreczycho, Grzegorz; Kubicki, MacIej; Marciniec, Bogdan; Tetrahedron; vol. 68; 18; (2012); p. 3545 – 3551;,
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Adding a certain compound to certain chemical reactions, such as: 3485-84-5, name is N-Vinylphthalimide, 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 3485-84-5, HPLC of Formula: C10H7NO2

General procedure: A magnetically stirred solution of the N-vinylphthalimide (173 mg, 1.00 mmol, 1.0equiv) and xanthate (408 mg, 1.50 mmol, 1.5 equiv) in ethyl acetate (2 mL) wasrefluxed for 15 min under a flow of nitrogen. DLP (10 mol %) was then added to therefluxing solution and the olefin was totally consumed in 90 min. The reactionmixture was then cooled down to room temperature, concentrated under reducedpressure and purified by flash chromatography on silica gel (Et2O/petroleum ether =1:2) to give the desired compound 8b as a white solid (419 mg, 0.94 mmol, 94%yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Huang, Qi; Qin, Ling; Zard, Samir Z.; Tetrahedron; vol. 74; 40; (2018); p. 5804 – 5817;,
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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. 3485-84-5, name is N-Vinylphthalimide, A new synthetic method of this compound is introduced below., name: N-Vinylphthalimide

b) Ethyl 2-[3-(2-amino-ethyl)-phenoxy]-2-methyl-propionate (13b); 10d (14 g, 49 mmol) is placed in the presence of N-vinylphthalimide (11 g, 63 mmol) and 27 ml (194 mmol) of triethylamine in 160 ml of DMF. Pd(OAc)2 (0.3 g) and P(oTol)3 (0.4 g) are added and the reaction medium is stirred for 10 h at 110 C. The reaction medium is dry concentrated and the residue obtained is taken up in water and extracted with AcOEt. After drying on MgSO4, the organic phases are dry concentrated and the oil isolated is purified by flash chromatography on silica (heptane:AcOEt 90:10). 11.5 g of oil is obtained (62% yield) then placed in a solution of 70 ml of THF and 70 ml of EtOH in the presence of Pd/C under hydrogen at 6 bar. This mixture is stirred for 72 h at ambient temperature. After filtration on celite, the reaction medium is dry concentrated and the residue obtained is purified by flash chromatography on silica (petroleum ether:AcOEt 80:20). 10.9 g of clear oil are obtained (yield=94%). This oil is then placed in 140 ml of EtOH in the presence of 3.5 ml of hydrazine hydrate then this solution is heated at reflux for 4 h. After filtration of the insolubles, the reaction medium is dry concentrated and then the residue obtained is purified by flash chromatography on silica (CH2Cl2:MeOH:NH4OH 90:9:1). 5.7 g of intermediate 13b are thus isolated in the form of an oil (yield=80%). TLC silica gel 60 F 254 Merck, CH2Cl2:MeOH:NH4OH 90:9:1, Rf=0.28.

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:
Patent; Pierre Fabre Medicament; US2008/167313; (2008); A1;,
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Synthetic Route of 3485-84-5,Some common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, molecular formula is C10H7NO2, 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.

To a solution of methyl 5-bromo-2-(propan-2-yloxy)pyridine-4-carboxylate (112a, 3.40 g, 12.4 mmol) and N-vinylphthalimide (2.58 g, 14.9 mmol) in toluene (124 mL) was added K2CO3 (5.19 g, 37.2 mmol) followed by Pd(P(tBu)3)2 (0.400 g, 0.775 mmol). The reaction mixture was degassed and heated in a sealed tube at 110 C. for 18 hours. The reaction mixture was cooled to room temperature and filtered through CELITE. H2O (100 mL) was added, the organic layer was separated and concentrated under vacuum, and the residue was purified by column chromatography (0-80%, ethyl acetate/heptanes) to give methyl 5-[(E)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethenyl]-2-(propan-2-yloxy)pyridine-4-carboxylate (112b, 1.56 g, 34%) as yellow solid.

The synthetic route of 3485-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond; US2014/179667; (2014); A1;,
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Synthetic Route of 3485-84-5,Some common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, molecular formula is C10H7NO2, 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.

To a stirred solution of 4-bromo-Lambda/-(3,4-dimethoxyphenyl)benzenesulfonamide181 (887 mg, 2.39 mmol) in dimethylformamide (20 mL) at room temperature was added vinyl phthalamide (414 mg, 2 39 mmol), Pd2dba3 (131 mg, 0.143 mmol), tri-o-tolylphosphine(87 mg, 0 287 mmol), and t?ethylamine (0 83 mL, 5.98 mmol). The resulting solution was heated to 100 0C for 16 hours prior to cooling, dilution with brine, adjustment to pH = 2 with HCI, and extraction with ethyl acetate. The combined organic extracts were dried (Na2SO4), filtered, and concentrated. The residue was purified by silica gel column chromatography using EtOAc (0-100%) in hexanes to afford 184 (285 mg, 26%) as a light yellow solid. LRMS(ESI): (calc) 464.5; (found) 465.2 (MH)+

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

Reference:
Patent; METHYLGENE INC.; WO2006/102760; (2006); A1;,
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Application of 3485-84-5, 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. 3485-84-5, name is N-Vinylphthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a sealed tube under argon atmosphere, were introducedcompound 4 (4.74 g, 20 mmol), DMF (20 mL), triethylamine(11.16 mL, 80 mmol), palladium diacetate (225 mg, 1 mmol), tri(otolyl)-phosphine (609 mg, 2 mmol) and N-vinylphthalimide (5.20 g,30 mmol). The mixturewas stirred at 110 C for 3 h and hydrolyzed.The formed solid was solubilized in CH2Cl2, washed with water andbrine, dried over MgSO4 and evaporated under reduced pressure.The crude productwas recrystallized from acetonitrile to afford 7 asa white solid (91% yield); Mp 199-200 C; 1H NMR (300 MHz,CDCl3):delta 8.49 (d, 1H, 15 Hz), 8.25 (d, 1H, 15 Hz), 8.00 (d, 1H, 9.0 Hz),7.92 (m, 2H), 7.81 (d, 1H, 7.8 Hz), 7.76 (m, 2H), 7.65 (d, 1H, 7.8 Hz),7.38 (t, 1H, 7.8 Hz), 6.96 (d, 1H, 9.0 Hz), 4.23 (s, 3H); IR (upsilon, cm-1, KBr):1715 (C=O); MS (APCI, pos. 30 V) m/z: [M+H]+, 331.34. HRMS(ESI+): m/z = calcd. for C20H15N2O3 [M+H]+ 331.10772 found:331.10606.

The synthetic route of N-Vinylphthalimide has been constantly updated, and we look forward to future research findings.

Reference of 3485-84-5, These common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, 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.

In a reactor, 2 g of the compound obtained in Step A, 2 eq. of N-vinylphthalimide, 1.25 eq. of diisopropylethylamine and 0.05 eq. of palladium tetrakis(triphenylphosphine) are introduced into toluene and heated at reflux. The reaction is continued at reflux for 12 hours and then the reaction mixture is cooled to ambient temperature. Ethyl acetate is added, and then washings with water and IN HCl solution are carried out. After evaporating off the solvents, the residue obtained is purified by chromatography on silica gel (eluant:dichloromethane/heptane 1/1, and then dichloromethane) to yield the title product in a yield of 80% and with a chemical purity of more than 95%.Melting point: 146 C.

The synthetic route of 3485-84-5 has been constantly updated, and we look forward to future research findings.

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. 3485-84-5, name is N-Vinylphthalimide, A new synthetic method of this compound is introduced below., Recommanded Product: N-Vinylphthalimide

3-Amino-5-bromobenzotrifluoride (2.00 g, 8.332 mmol) was dissolved in acetonitrile (80 mL) and the solution was degassed with nitrogen. Pd(OAc)2 (94 mg, 0.417 mmol), tris(2- methylphenyl)phosphine (254 mg, 0.833 mmol) and triethylamine (3.5 mL, 25.0 mmol) were added and the bright orange solution was allowed to stir at room temperature for 1 h. To this solution was added N-vinylphthalimide (1.73 g, 10.0 mmol) and the reaction mixture was degassed and was heated at reflux for 16 h. The reaction was filtered through a Celite pad. The filtrate was washed with water and brine, was dried over magnesium sulfate, was filtered and was concentrated. The residue was purified by column chromatography (eluted with hexanes:ethyl acetate = 3 : 1 to 2: 1 to 1 : 1) to afford 2- {(E)-2-[3-amino-5- (trifluoromethyl)phenyl]vinyl}-lH-isoindole-l,3(2H)-dione (2.02 g, 73% yield) as a yellow solid. XH NMR (400 MHz, CDC13): delta 7.92-7.90 (m, 2H), 7.78-7.76 (m, 2H), 7.59 (d, 1H), 7.35 (d, 1H), 7.09 (s, 1H), 6.91 (s, 1H), 6.79 (s, 1H), 3.88 (-NH2; br s, 2H).

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; EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A.; WO2012/37132; (2012); A1;,
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