Category: 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. Formula: C10H7NO2

In a sealed tube under argon atmosphere, were introduced compound 4 (0.39g, 2.0mmol), DMF (5mL), triethylamine (1.2mL, 8mmol), palladium diacetate (22.5mg, 0.1mmol), tri(o-tolyl)-phosphine (61mg, 0.2mmol) and N-vinylphthalimide (0.52g, 3mmol). The mixture was stirred at 110C for 5h and then hydrolyzed. The formed solid was solubilized in CH2Cl2, washed with water and brine, dried over MgSO4 and evaporated under reduced pressure. The crude product was recrystallized from toluene to afford 5 as a brown solid (50% yield); mp 236C; 1H NMR (300MHz, DMSO-d6): delta 9.00 (s, 1H), 8.42 (d, J=15Hz, 1H), 7.92 (d, J=9.0Hz, 1H), 7.83-7.82 (m, 2H), 7.80-7.74 (m, 2H), 7.53 (dd, J=9.0, 2.8Hz, 1H), 7.46 (d, J=2.8Hz, 1H), 6.25 (d, J=15Hz, 1H), 3.88 (s, 3H); 13C NMR (75MHz, CD2Cl2): delta 165.2, 162.2, 159.5, 153.6, 145.1, 132.8, 132.1, 130.2, 126.5, 127.4, 123.7, 123.3, 100.6, 95.8, 55.8.

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:
Article; Bolteau, Raphael; Caignard, Daniel H.; Delagrange, Philippe; Descamps, Florian; Ettaoussi, Mohamed; Melnyk, Patricia; Yous, Said; European Journal of Medicinal Chemistry; vol. 189; (2020);,
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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. Quality Control of N-Vinylphthalimide

Step 2: Preparation of 4-{3-[(E)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)vinyl]-phenoxy}-N-methylpyridine-2-carboxamide To a degassed solution of solution 4-(3-iodophenoxy)-N-methylpyridine-2-carboxamide (11.4 g, 32.4 mmol) in anhydrous DMF (100 mL) was added palladium acetate (0.15 g, 0.65 mmol), tri-o-tolylphosphine (0.79 g, 2.58 mmol), 2-vinyl-1H-isoindole-1,3(2H)-dione (5.60 g, 32.4 mmol), and DIPEA (11.5 mL 64.5 mmol). After degassing the mixture again, the reaction was heated at 90 C. overnight under nitrogen. The reaction mixture was then cooled to rt and concentrated. The mixture was diluted with water and extracted with DCM (2*). The organic solutions were combined and washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography to give 4-{3-[(E)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)vinyl]-phenoxy)-N-methylpyridine-2-carboxamide (8.9 g, 69%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta: 8.40 (d, 1H), 7.96-8.05 (m, 1H), 7.89-7.94 (m, 2H), 7.73-7.80 (m, 3H), 7.65 (d, 1H), 7.33-7.44 (m, 3H), 7.20 (t, 1H), 6.96-7.01 (m, 2H), and 3.01 (d, 3H).

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; Millennium Pharmaceuticals, Inc.; US2008/64729; (2008); A1;,
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Synthetic Route 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.

Using N-vinylphthalimide and diphenylphosphine oxide as raw materials, the reaction steps are as follows:Add N-vinylphthalimide (0.069 g, 0.4 mmol) to the reaction flask.Phosphorus phenoxide (0.242 g, 1.2 mmol), trimethylsilyl isothiocyanate (0.157 g, 1.2 mmol), CuBr2 (0.009 g, 0.04 mmol), bipyridyl (0.006 g, 0.04 mmol), manganese acetate (0.322 g, 1.2 mmol) and N-methylpyrrolidone (5 mL), reacted at room temperature;TLC tracks the reaction until it is completely over;The crude product obtained after the reaction is completed is separated by column chromatography (ethyl acetate:dichloromethane = 1:10).The target product was obtained (yield 78%).

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-Vinylphthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soochow University (Suzhou); Zou Jianping; Tao Zekun; Zhang Peizhi; Li Jianan; (19 pag.)CN107556340; (2018); A;,
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Reference of 3485-84-5, The chemical industry reduces the impact on the environment during synthesis 3485-84-5, name is N-Vinylphthalimide, I believe this compound will play a more active role in future production and life.

General procedure: General procedure B: To a dried glass tube, Togni reagent 2 (99mg, 0.3mmol, 1.5equiv), (L3)CuBr (10mg, 0.02mmol, 0.1equiv) and CH3CN (1.0mL) were added under N2 atmosphere, followed by substrate 1 (0.2mmol, 1.0equiv) and TMSCN (54muL, 0.4mmol, 2.0equiv). After the reaction mixture was stirred at room temperature for 0.5h, the mixture was concentrated under vacuum. The residue was purified by column chromatography on silica gel with a gradient eluent of petroleum ether and ethyl acetate to afford the product. General procedure B: Pale yellow solid; 46.6mg, 87%; 1H NMR (400MHz, CDCl3): delta 7.94 (dd, J=5.2, 3.2Hz, 2H), 7.82 (dd, J=5.2, 3.2Hz, 2H), 5.54 (dd, J=8.4, 5.2Hz, 1H), 3.33-3.17 (m, 1H), 3.06-2.94 (m, 1H); 13C NMR (100MHz, CDCl3): delta 165.5, 135.1, 131.0, 124.3, 124.0 (q, J=276.3Hz), 114.0, 35.0 (q, J=30.0Hz), 33.9 (q, J=3.8Hz); 19F NMR (376MHz, CDCl3): delta -65.1 (t, J=10.0Hz); HRMS (EI), calcd. for C12H7F3N2O2 268.0460 [M]+, found 268.0456.

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-Vinylphthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liang, Zhaoli; Wang, Fei; Chen, Pinhong; Liu, Guosheng; Journal of Fluorine Chemistry; vol. 167; (2014); p. 55 – 60;,
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Related Products 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.

A 20-mL, microwave reaction vessel was charged with (5-bromopyrimidin-4-yl)-(4-(trifluoromethyl)phenyl)methanol (560 mg, 1.68 mmol), 2-vinylisoindoline-1,3-dione (327.1 mg, 1.89 mmol), 2-(dicyclohexylphosphino)biphenyl (59.5 mg, 0.17 mmol), Pd(dba)2 (52.7 mg, 0.092 mmol), NEt3 (0.3 mL, 2.02 mmol), and DMF (4 mL). The mixture was purged with argon and heated in microwave synthesizer at 150 C. for 1 h. The reaction mixture was partitioned between water and EtOAc. The EtOAc layer was separated and aqueous layer was extracted again with EtOAc. The combined organic layers were washed with saturated NaHCO3, dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give 2-(2-(4-(4-(trifluoromethyl)benzoyl)pyrimidin-5-yl)ethyl) isoindoline-1,3-dione as a yellow solid. MS (ESI pos. ion) m/z: 426 (M+1). 1H NMR (400 MHz, CDCl3): delta 9.20 (s, 1H), 8.79 (s, 1H), 8.03 (d, J= 8.0 Hz, 2H), 7.67-7.74 (m, 6H), 3.98 (t, J= 6.3 Hz, 2H), 3.24 (t, J= 6.5 Hz, 2H). (E)-2-(2-(4-(hydroxy(4-(trifluoromethyl)phenyl)methyl)pyrimidin-5-yl)vinyl)isoindoline-1,3-dione was also collected as a yellow solid. MS (ESI pos. ion) m/z: 424 (M+1).

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

Reference:
Patent; Nishimura, Nobuko; Norman, Mark H.; Tamayo, Nuria; Tang, Phi; Bo, Yunxin Y.; US2009/82358; (2009); A1;,
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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., Computed Properties of C10H7NO2

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.

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 3485-84-5.

Reference:
Article; Uhlemann, Marcus; Doerfelt, Stephan; Boerner, Armin; Tetrahedron Letters; vol. 54; 18; (2013); p. 2209 – 2211;,
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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., HPLC of Formula: C10H7NO2

A 20-mL, microwave reaction vessel was charged with (3-bromopyridin-4-yl)-(4-(trifluoro methyl)phenyl)methanol (2.0 g, 6.02 mmol), 2-vinylisoindoline-1,3-dione (1.16 g, 6.68 mmol), 2-(dicyclohexylphosphino)biphenyl (0.211 g, 0.60 mmol), Pd(dba)2 (0.176 g, 0.30 mmol), NEt3 (1.0 mL, 7.23 mmol), and DMF. The mixture was purged with argon and heated in microwave synthesizer at 150 C. for 1 h. The reaction mixture was partitioned between water and EtOAc. The EtOAc layer was separated and aqueous layer was extracted again with EtOAc. The combined organic layers were washed with saturated NaHCO3, dried over Na2SO4, filtered, and concentrated in vacuo. The brown residue was triturated with DCM, the resulting precipitate was collected by filtration to afford the title compound as an ivory colored solid. 1H NMR (400 MHz, CDCl3): delta 8.70 (s, 1H), 8.58 (d, J= 5.1 Hz, 1H), 7.92-7.95 (m, 2H), 7.79-7.7.84 (m, 3H), 7.55-7.64 (m, 5H), 7.24 (s, 0.5H), 7.19 (s, 0.5H), 2.71 (d, J= 3.4 Hz, 1H).

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 3485-84-5.

Reference:
Patent; Nishimura, Nobuko; Norman, Mark H.; Tamayo, Nuria; Tang, Phi; Bo, Yunxin Y.; US2009/82358; (2009); A1;,
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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., Recommanded Product: 3485-84-5

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.

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; 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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A common compound: 3485-84-5, name is N-Vinylphthalimide, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3485-84-5

A solution of the hydrazone 11.40 (2.5 g, 7.1 mmol) in anhydrous THF (60 mL) is cooled to – 78 0C and 1 M sodium hexamethyldisilazane (7.1 mL, 7.1 mmol) is added. The mixture is maintained at -78 0C for 15 min. then allowed to warm to room temperature. The solvent is removed under vacuum leaving a light yellow residue which is suspended in 1 ,4-dioxane (100 mL). To the suspension is added N-vinylphthalimide (7.3 g, 42.1 mmol), benzyltriethylammonium chloride (0.20 g, 0.88 mmol), and rhodium diacetate dimer (38 mg, 0.086 mmol). The resulting mixture is heated to 50 0C for 48 h. EtOAc (200 mL) is added and the mixture is washed with water (4 x 100 mL). The organic layer is separated, dried over Na2SO4, filtered and evaporated to dryness to give the crude solid that is purified by a flash silica gel chromatography (eluent: 10% EtOAc in hexanes) to give 11.41 (1.0 g, 40%) as a white solid.

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, 3485-84-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/52078; (2009); A1;,
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