Category: 5428-09-1

Synthetic Route of 5428-09-1,Some common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, molecular formula is C11H9NO2, 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: To an oven-dried pressure tube were sequentially added aryl carboxylic acid 1 (0.2 mmol), olefin 2 (0.24 mmol), Pd(TFA)2 (3.33 mg, 5.0 molpercent), Ag2CO3 (55.2 mg, 0.2 mmol), THF (2.0 mL) and DMSO (0.10 mL) under nitrogen at room temperature. After degassing three times, the reaction mixture was heated at 100 °C for 8 h, and then was cooled to room temperature. Water (20.0 mL)was added, and the mixture was extracted with ethyl acetate (3 5.0 mL). The combined organic layer was washed with brine, dried over anhydrious Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluant: hexane/ethyl acetate) to give the pure target product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Allylisoindoline-1,3-dione, its application will become more common.

Synthetic Route of 5428-09-1,Some common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, molecular formula is C11H9NO2, 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.

Following a slightly modified procedure,3 14 (222 mg, 1.0 mmol, 1.0 equiv) was dissolved in 1 mL of ethylacetate to obtain a 1 M solution. The solution was warmed up to 80 °C with 2-allylisoindoline-1,3-dione(374 mg, 2.0 mmol, 2.0 equiv). After 15 minutes of reflux under nitrogen, DLP (40 mg, 0.1 mmol, 0.1equiv) was added and the solution was stirred 1 hour and monitored by TLC. The crude was concentratedin vacuo and purified by flash column chromatography (PE:EtOAc 80:20 to 70:30) to afford pure 26 (370mg, 0.9 mmol, 90percent) as a light yellow oil and as a mixture of diastereoisomers. Rf (PE:EtOAc 8:2) = 0.12.1H NMR (CDCl3, 400 MHz) delta 7.84-7.80 (m, 2 H, ArH), 7.73?7.69 (m, 2 H, ArH), 4.60-4.49 (m, 2 H,OCH2CH3), 4.27-4.15 (m, 1 H, CHS), 4.03-3.88 (m, 2 H, CH2N), 3.35-3.20 (m, 2 H, CH2S), 2.78-2.64 (m,1.5 H, CH2CH2S, CHCOS), 2.60-2.54 (m, 1 H, CH2CH2S), 2.28-2.18 (m, 1 H, CHCH2CH), 2.05-1.95 (m,0.5 H, CH2CHS), 1.92-1.81 (m, 0.5 H, CH2CH2S), 1.75-1.65 (m, 1 H, CHCH2CH), 1.38 (t, 1.5 H, J = 7.1Hz, OCH2CH3), 1.37 (t, 1.5 H, J = 7.1 Hz, OCH2CH3). 13C NMR (CDCl3, 101 MHz) delta 212.5 (CS2), 212.3(CS2), 209.3 (COS), 209.2 (COS), 168.1 (N(CO)2), 134.2 (ArH), 131.7 (Ar), 123.5 (ArH), 70.6 (OCH2CH3),70.4 (OCH2CH3), 49.5 (CHCOS), 48.3 (CHS), 41.8 (CH2N), 40.3 (CH2N), 32.7 (CH2CH2S), 32.4(CH2CH2S), 32.1 (CHCH2CH), 31.8 (CHCH2CH), 30.3 (CH2CH2S), 30.2 (CH2CH2S), 13.7 (OCH2CH3).COSY, HSQC and HMBC were consistent with this attribution. IR 1773 (NC=O), 1718 (SC=O, NC=O),1223 (SC-O), 1048 (C=S). HRMS (EI) calculated for C18H19NO4S3 [M+] 409.0476; found 409.0481, fragmentationcalculated for C15H14NO3S [M+] 288.0694; found 288.0689.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Allylisoindoline-1,3-dione, its application will become more common.

Synthetic Route of 5428-09-1, These common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, 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: Equimolar amounts of triethoxysilane and a respective aminated alkene were stirred with 330 ppm Cp2PtCl2 (i.e., 330 mumol per mol of silane) without solvent at 85 ¡ãC in a sealed schlenk tube under argon. After cooled to room temperature, the crude was purified by vacuum distillation or silica gel column chromatography to afford the desired product. The yield and the selectivity (i.e., the ratio of gamma-isomer/beta-isomer) were calculated on the basis of 1H NMR spectrum.

The synthetic route of 5428-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Huarui; Zheng, Chaoyue; Chen, Naiwu; Zhu, Jie; Gao, Deqing; Tetrahedron Letters; vol. 58; 16; (2017); p. 1576 – 1578;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5428-09-1, name is 2-Allylisoindoline-1,3-dione, 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 5428-09-1, SDS of cas: 5428-09-1

To a solution of 2-allylisoindoline-1,3-dione 11(13.0 g, 69.4 mmol) in CH2CI2 (500 mL) was added AIIyITMS (79.0 g, 110 mL, 694 mmol) and Grubbs I generation catalyst. The reaction was heated to 60 ¡ãC and stirred under reflux for 4 h.Tris(hydrodxymethyl)phosphine (1 M solution in i-PrOH, 58 mL) was added and stirred under reflux for 12 h, while the color of the reaction turned from black to orange. Sat. aq. NaCI solution (100 mL) was added to the reaction and the organic phase was separated. The aqueous phase was extracted with CH2CI2 (3 x 200 mL). The combined organic layers were dried over MgSO4 and the solvent was removedunder reduced pressure. Column chromatography over SiC2 (Cyclohexane/ EtOAc =85:15) afforded the title compound (15.0 g, 54.9 mmol, 78.9 percent) as a yellow resin.R: 0.57 (Cyclohexane/EtOAc = 85:15)1H NMR (300 MHz, CDCI3) 6 = -0.10?0.09 (m, 9H), 1.44 (d, J = 8.2 Hz, 1.6 H), 1.72(d, J= 8.8 Hz, 0.4 H), 4.21 (d, J= 6.5 Hz, 1.6 H), 4.29 (dd, J= 14.5, 5.9 Hz, 0.4 H),5.26 ? 5.47 (m, 0.8 H), 5.56 ? 5.70 (m, 0.2 H), 5.70 ? 5.87 (m, 0.8 H), 5.94 ? 6.09 (m,0.2 H), 7.65 ? 7.74 (m, 2H), 7.79 ? 7.88 (m, 2H).?3C NMR (75 MHz, cdcl3) 6 = -2.05, -1.83, -1.43, 18.92, 22.73, 34.72, 39.87, 120.51,121.30, 123.12, 130.78, 132.24, 133.76, 133.90, 167.99.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Allylisoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E.V.; WANG, Yansong; HAUSCH, Felix; BISCHOFF, Matthias; POMPLUN, Sebastian; WO2015/110271; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 5428-09-1, These common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, 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: An oven-dried, two-necked round-bottom flask containing a stir bar was charged with an aryl bromide 1 (1.0 mmol), Pd(OAc)2 (6.8 mg, 0.03 mmol), K2CO3 (165.9 mg, 1.2 mmol), HQ (15.6 mg, 0.1 mmol), allylamine (1.2 mmol), and DMF (3.0 ml) under nitrogen at room temperature. Following degassing three times, the flask was placed in an oil bath, and the mixture was stirred and heated at the appropriate temperature. After an appropriate reaction time, the flask was removed from the oil bath and cooled to room temperature. Water (20 ml) was added, and the mixture was extracted with CH2Cl2 (3.x.20 ml). The combined organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was purified by flash column chromatography on silica gel using ethyl acetate/hexane as an eluent.

Statistics shows that 2-Allylisoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 5428-09-1.

Reference:
Article; Jiang, Zhen; Zhang, Lingjuan; Dong, Chaonan; Ma, Baode; Tang, Weijun; Xu, Lijin; Fan, Qinghua; Xiao, Jianliang; Tetrahedron; vol. 68; 24; (2012); p. 4919 – 4926;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, 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. SDS of cas: 5428-09-1

General procedure: An oven-dried, two-necked round-bottom flask containing a stir bar was charged with an aryl bromide 1 (1.0 mmol), Pd(OAc)2 (6.8 mg, 0.03 mmol), K2CO3 (165.9 mg, 1.2 mmol), HQ (15.6 mg, 0.1 mmol), allylamine (1.2 mmol), and DMF (3.0 ml) under nitrogen at room temperature. Following degassing three times, the flask was placed in an oil bath, and the mixture was stirred and heated at the appropriate temperature. After an appropriate reaction time, the flask was removed from the oil bath and cooled to room temperature. Water (20 ml) was added, and the mixture was extracted with CH2Cl2 (3.x.20 ml). The combined organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was purified by flash column chromatography on silica gel using ethyl acetate/hexane as an eluent.

The synthetic route of 2-Allylisoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Zhen; Zhang, Lingjuan; Dong, Chaonan; Ma, Baode; Tang, Weijun; Xu, Lijin; Fan, Qinghua; Xiao, Jianliang; Tetrahedron; vol. 68; 24; (2012); p. 4919 – 4926;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 5428-09-1, 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 5428-09-1 as follows.

General procedure: An oven-dried, two-necked round-bottom flask containing a stir bar was charged with an aryl bromide 1 (1.0 mmol), Pd(OAc)2 (6.8 mg, 0.03 mmol), K2CO3 (165.9 mg, 1.2 mmol), HQ (15.6 mg, 0.1 mmol), allylamine (1.2 mmol), and DMF (3.0 ml) under nitrogen at room temperature. Following degassing three times, the flask was placed in an oil bath, and the mixture was stirred and heated at the appropriate temperature. After an appropriate reaction time, the flask was removed from the oil bath and cooled to room temperature. Water (20 ml) was added, and the mixture was extracted with CH2Cl2 (3.x.20 ml). The combined organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was purified by flash column chromatography on silica gel using ethyl acetate/hexane as an eluent.

According to the analysis of related databases, 5428-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Zhen; Zhang, Lingjuan; Dong, Chaonan; Ma, Baode; Tang, Weijun; Xu, Lijin; Fan, Qinghua; Xiao, Jianliang; Tetrahedron; vol. 68; 24; (2012); p. 4919 – 4926;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 5428-09-1, name is 2-Allylisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Formula: C11H9NO2

Under nitrogen atmosphere, in 250 ml adding three-necked bottle 9.35g (0.05mol) A1 and 150 ml benzene, after stirring to dissolve by adding 0.2 ml the mass fraction is 0.520percent of the Karstedt catalyst is, 50 ¡ãC activated 30 min, then add 8.2g (0.05mol) triethoxy silane, the temperature is increased to 70 ¡ãC, reaction 10h evaporating the solvent to obtain gray oily liquid, using dichloromethane: methanol = 1:3(V/V) column to obtain the product (A2) 16.2g, yield of 92.5percent.

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; Nanchang University; Qi, Haixia; Fu, Zhiqiang; Zhang, Yubao; Liu, Feng; (7 pag.)CN105669738; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 5428-09-1, name is 2-Allylisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Recommanded Product: 5428-09-1

General procedure: An oven-dried, two-necked round-bottom flask containing a stir bar was charged with an aryl bromide 1 (1.0 mmol), Pd(OAc)2 (6.8 mg, 0.03 mmol), K2CO3 (165.9 mg, 1.2 mmol), HQ (15.6 mg, 0.1 mmol), allylamine (1.2 mmol), and DMF (3.0 ml) under nitrogen at room temperature. Following degassing three times, the flask was placed in an oil bath, and the mixture was stirred and heated at the appropriate temperature. After an appropriate reaction time, the flask was removed from the oil bath and cooled to room temperature. Water (20 ml) was added, and the mixture was extracted with CH2Cl2 (3¡Á20 ml). The combined organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was purified by flash column chromatography on silica gel using ethyl acetate/hexane as an eluent.

The synthetic route of 5428-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiang, Zhen; Zhang, Lingjuan; Dong, Chaonan; Ma, Baode; Tang, Weijun; Xu, Lijin; Fan, Qinghua; Xiao, Jianliang; Tetrahedron; vol. 68; 24; (2012); p. 4919 – 4926;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 5428-09-1, 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. 5428-09-1, name is 2-Allylisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-allylisoindoline-1,3-dione I1 (13.0 g, 69.4 mmol) in CH2Cl2 (500 mL) was added AllylTMS (79.0 g, 110 mL, 694 mmol) and Grubbs I generation catalyst. The reaction was heated to 60¡ã C. and stirred under reflux for 4 h. Tris(hydrodxymethyl)phosphine (1 M solution in i-PrOH, 58 mL) was added and stirred under reflux for 12 h, while the color of the reaction turned from black to orange. Sat. aq. NaCl solution (100 mL) was added to the reaction and the organic phase was separated. The aqueous phase was extracted with CH2Cl2 (3¡Á200 mL). The combined organic layers were dried over MgSO4 and the solvent was removed under reduced pressure. Column chromatography over SiO2 (Cyclohexane/EtOAc=85:15) afforded the title compound (15.0 g, 54.9 mmol, 78.9percent) as a yellow resin. (0400) Rf: 0.57 (Cyclohexane/EtOAc=85:15) (0401) 1H NMR (300 MHz, CDCl3) delta=?0.10-0.09 (m, 9H), 1.44 (d, J=8.2 Hz, 1.6H), 1.72 (d, J=8.8 Hz, 0.4H), 4.21 (d, J=6.5 Hz, 1.6H), 4.29 (dd, J=14.5, 5.9 Hz, 0.4H), 5.26-5.47 (m, 0.8H), 5.56-5.70 (m, 0.2H), 5.70-5.87 (m, 0.8H), 5.94-6.09 (m, 0.2H), 7.65-7.74 (m, 2H), 7.79-7.88 (m, 2H). (0402) 13C NMR (75 MHz, cdcl3) delta=?2.05, ?1.83, ?1.43, 18.92, 22.73, 34.72, 39.87, 120.51, 121.30, 123.12, 130.78, 132.24, 133.76, 133.90, 167.99.

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, 2-Allylisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Max-Planck-Gesellschaft zur Forderung der Wissensc haften e.V.; Wang, Yansong; Hausch, Felix; Bischoff, Matthias; Pomplun, Sebastian; (121 pag.)US2017/2003; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem