Category: 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., Formula: C10H7NO2

The product of preparation 97 (5.0 g, 15 mmol), N-vinylphthalimide (2.62 g, 15.1 mmol), tri-ortho-tolylphosphine (473 mg, 1.55 mmol), palladium (II) acetate (98 mg, 0.4 mmol) and N, N-diisopropylethylamine (30 mL, 172 mmol) in acetonitrile (35 mL) was heated under reflux for 16 hours. The reaction mixture was then cooled to room temperature and the precipitate was filtered off. The solid was then dissolved in dichloromethane, activated charcoal was added, and the solution was filtered through CeliteNo.. The filtrate was concentrated in vacuo and the residue was re-crystallised from hot dichloromethane/methanol to afford the title compound as a yellow solid in 55% yield, 3.5 g. H NMR (400MHz, CDCI3) 6 : 2.20 (6H, s), 3.80 (2H, s), 4.30 (2H, d), 6.0 (1H, brs), 6.90 (2H, m), 7.01 (1H, m), 7.18 (1H, m), 7.26-7. 40 (4H, m), 7. 56-7. 61 (1 H, m), 7.75 (2H, m), 7.88 (2H, m)

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; PFIZER LIMITED; PFIZER INC.; WO2005/92840; (2005); A1;,
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Application 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 N-vinyl-phthalimide (618 mg, 3.57 mmol) and bis[rhodium(alpha, alpha, alpha?,alpha?-tetramethyl-1,3-benzenedipropionic acid)] (5.90 mg, 0.00778mmol) in anhydrous CH2Cl2 (8 mL) was added a solution of diazomalonate S3 (1.43 g,3.92 mmol) (preparation method was shown below) in anhydrous CH2Cl2 (8 mL)dropwise at 0 C under an Ar atmosphere. The reaction was allowed to warm to 23 Cand stirred for 20 h at 23 C. The solvent was then removed in vacuo and the crudematerial was purified by recrystallization (ethyl acetate) to give 5g (666 mg, 1.30mmol) in 33% yield as a white solid.

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:
Article; Kaga, Atsushi; Gandamana, Dhika Aditya; Tamura, Sayako; Demirelli, Mesut; Chiba, Shunsuke; Synlett; vol. 28; 9; (2017); p. 1091 – 1095;,
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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. 3485-84-5, name is N-Vinylphthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: N-Vinylphthalimide

A thick walled glass tube, equipped with a stir bar, was charged with palladium (II) acetate (17 mg, 0.08 mmol), acetonitrile (50 mL), vV-vinylphthalimide (716 mg, 4.13 EPO mmol), triethylamine (1.6 niL, 11 mmol), tri-o-tolylphosphine (69 mg, 0.22 nimol) and 1- {3-[8-bromo-2-(2-methoxyethyl)-lH’-imidazo[4,5-c]quinolin-l-yl]propyl}pyrrolidin-2-one (1.62 g, 3.76 mmol). The reaction mixture was purged with nitrogen and the tube was sealed and heated at 1200C in an oil bath for 15 hours. The reaction was cooled to ambient temperature and methanol (50 niL) and chloroform (50 ml) were added. After filtering through a 0.2 micron PTFE membrane, the solution was concentrated under reduced pressure and then purified by chromatography using a HORIZON HPFC system (silica cartridge, eluting with a 0-8% gradient of methanol in dichloromethane) to provide 2.0 g of2-(2-{2-(2-methoxyethyl)-l-[3-(2-oxopyrrolidin-l-yl)propyl]-lH-imidazo[4,5- c]quinolin-8-yl}ethenyl)-lH-isoindole-l,3(2H)-dione as a bright yellow solid. MS (APCI) m/z 524 (M + H)+.

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

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/91394; (2006); A2;,
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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., SDS of cas: 3485-84-5

4-Fluorophenyl benzaldehyde-tosylhydrazone sodium salt (1.57 g, 5 mmol), N-vinyl-phthalimide (2.59 g, 15 mmol), benzyltriethylammonium chloride (114 mg, 0.5 mmol), and rhodium acetate dimer (22 mg, 0,05 mmol) were stirred with dioxane (23 ml) to give a thick slurry. This was stirred overnight at room temperature. TIc (20% EtOAc/hexane) showed good conversion, so the mixture was shaken between EtOAc and water. The organic phase was dried with MgSO4 and evaporated to yield 3.8 g of a crude mixture. This was chromatographed on silica with EtOAc/hexane to yield 169 mg (12%) of 2-[cis-2-(4-fluoro-phenyl)cyclopropyl]-isoindole-1,3-dione 1H-NMR (CDCl3) 1.60 (1H, ddd, 7.7, 7.7, 7.7 Hz); 2.19 (1H, ddd, J=7.7, 7.3, 4.9 Hz); 2.51 (ddd, J=7.3, 7.3, 7.3 Hz); 3.08 (1H, ddd, 7.7, 7.7, 4.9 Hz); 6,81 (2H, dd, J=8.8, 8.8 Hz); 7.06 (2H, dd, J=8.8, 5.1); 7.55 (2H, m); 7.61 (2H m).

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; SYNGENTA PARTICIPATIONS AG; O’Sullivan, Anthony Cornelius; Loiseleur, Olivier; Stierli, Daniel; Luksch, Torsten; Pitterna, Thomas; US2014/378461; (2014); A1;,
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Reference of 3485-84-5, A common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, molecular formula is C10H7NO2, 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: 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)

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; Landagaray, Elodie; Ettaoussi, Mohamed; Rami, Marouan; Boutin, Jean A.; Caignard, Daniel-Henri; Delagrange, Philippe; Melnyk, Patricia; Berthelot, Pascal; Yous, Said; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 621 – 631;,
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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. Computed Properties of C10H7NO2

Using N-vinylphthalimide and diphenylphosphine oxide as raw materials, the reaction steps are as follows:(1) Add N-vinylphthalimide (0.069 g, 0.4 mmol) to the reaction flask, diphenylphosphine oxide (0.081 g, 0.4 mmol),tert-butyl nitrite (0.041 g, 0.4 mmol), silver nitrate (0.07g, 0.04 mmol), ethanol (2.5mL), 30C reaction;(2) TLC tracks the reaction until complete;(3) The crude product obtained after completion of the reaction was separated by column chromatography (ethyl acetate:petroleum ether=1:1) to give the target product (yield 71%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3485-84-5, its application will become more common.

Reference:
Patent; Jiangsu Qiangsheng Function Chemical Co., Ltd.; Zou Jianping; Ying Zhiyao; Zhang Peizhi; Tao Zekun; Li Jianan; (19 pag.)CN107573378; (2018); A;,
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Reference of 3485-84-5, 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. 3485-84-5 name is N-Vinylphthalimide, 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 degassed solution of 3-bromo-5-(trifluoromethyl)aniline (1.00 g, 4.17 mmol) and ACN (40 mL) was added Pd(OAc)2 (0.46 g, 0.20 mmol), bis(2-methylphenyl)(3-methylphenyl)phosphine (0.13 g, 0.40 mmol), and TEA (1.15 mL, 8.25 mmol). After stirring for 1 h, 2-vinyl-1H-isoindole-1,3(2H)-dione (0.72 g, 4.17 mmol) was added. The solution was heated at reflux for 20 h and then allowed to cool to rt and filtered through Celite. The filtrate was washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to yield the title compound as a yellow solid (0.90 g, 62%). LCMS: (FA) ES+ 333.2 (M+1).

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

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2006/160803; (2006); A1;,
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. 3485-84-5, name is N-Vinylphthalimide, This compound has unique chemical properties. The synthetic route is as follows., Safety of N-Vinylphthalimide

General procedure: [{Rh(cod)}2(mu-Cl)2] (5 mumol), phosphorus ligand (20 mumol), and solvent (6.3 mL) were added to a pressure reactor (25 mL). After addition of formaldehyde (37 % in H2O, 6 mmol) and substrate (5 mmol) the reaction mixture was purged with nitrogen for several times and heated with stirring (1000 rpm) to the indicated reaction temperature. Once the desired temperature was achieved, H2 was introduced and the reaction mixture was stirred for the indicated reaction time. After cooling to room temperature the gas was released and the reaction mixture was again purged with nitrogen. Dodecane was added as an internal standard and brine in order to separate the phases. The organic phase was finally analyzed by GC.

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:
Article; Uhlemann, Marcus; Doerfelt, Stephan; Boerner, Armin; Tetrahedron Letters; vol. 54; 18; (2013); p. 2209 – 2211;,
Indoline – Wikipedia,
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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., SDS of cas: 3485-84-5

EXAMPLE III-9 tert-Butyl 2-{3-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethenyl]phenoxy}-2-methyl-propanoate In an autoclave, 14.93 g (47.37 mmol) of the compound from Example III-6, 10.25 g (59.21 mmol) of vinylphthalimide, 0.39 g (1.27 mmol) of tris-o-tolylphosphine, 0.07 g (0.32 mmol) [lacuna] and 21.78 g (215.23 mmol) of triethylamine are heated at 130 C. Water/methanol is added, and the precipitate is then filtered off with suction and recrystallized from cyclohexane/ethyl acetate. Yield: 66%. 1H-NMR (200 MHz, CDCl3): delta=1.40 (s, 9H), 1.50 (s, 6H), 6.73 (dd, 1H), 6.86-6.93 (m, 1H), 7.16 (t, 1H), 7.21-7.34 (m, 2H), 7.43 (d, 1H), 7.80-8.00 (m, 4H). MS (DCI/NH3): 425 [M+NH4+].

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; Urbahns, Klaus; Woltering, Michael; Nikolic, Susanne; Pernerstorfer, Josef; Hinzen, Berthold; Dittrich-Wengenroth, Elke; Bischoff, Hilmar; Hirth-Dietrich, Claudia; Lustig, Klemens; US2003/32671; (2003); A1;,
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3485-84-5, name is N-Vinylphthalimide, 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. Quality Control of N-Vinylphthalimide

Preparation 9 2-{2-[4-(2-Hydroxy-ethyl)-phenyl]-vinyl}-isoindole-1,3-dione To a solution of 2-(4-bromophenyl)ethanol (48.3 g) in acetonitrile (480 mL) was added diisopropylethylamine (46.6 g), N-vinylphthalimide (43.7 g) and tri-o-tolylphosphine (7.31 g) and the mixture was purged with nitrogen gas three times. Palladium acetate (2.7 g) was added and the mixture was stirred at 90 C. for 21 hr under nitrogen. The reaction was cooled and the precipitated product collected by filtration. The resulting solid was re-dissolved in dichloromethane and ethyl acetate and filtered through silica gel. The filtrate was concentrated in vacuo to give the title compound, 24 g. 1H NMR (400 MHz, CDCl3) delta=2.81-2.84 (t, 2H), 3.82-3.90 (t, 2H), 7.23-7.26 (d, 2H), 7.32-7.26 (d, 1H), 7.40-7.43 (d, 2H), 7.61-7.64 (d, 1H), 7.66-7.78 (d, 2H), 7.86-7.88 (d, 2H) ppm.

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

Reference:
Patent; Jones, Lyn Howard; Roberts, Dannielle Frances; Strang, Ross Sinclair; US2010/10040; (2010); A1;,
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