Category: 3339-73-9

Reference of 3339-73-9, 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. 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 1.0 mmol of (1,3-dioxoisoindolin-2-yl) acid, N-ethyl-N-dimethylaminopropylcarbodiimide (EDC) (1.1 mmol), hydroxybenzotriazole(HOBt) (1.2 mmol) and N,N-Diisopropylethylamine (2.0 mmol) weremixed in minimum DMF and the obtained mixture was stirred for5 min. Then, 4-aminoquinoline-diamines (1.0 mmol) was added to thereaction mixture and the stirring was continued for 5 h. The reactionend was proved by thin layer chromatography (TLC). Then, DMF wasevaporated using rotary evaporator and cold water (20 mL) was added,and solid precipitates obtained were filtered and washed with coldwater. The crude product was recrystallized in absolute ethanol.

The chemical industry reduces the impact on the environment during synthesis 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Article; Rani, Anu; Legac, Jenny; Rosenthal, Philip J.; Kumar, Vipan; Bioorganic Chemistry; vol. 88; (2019);,
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These common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, 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. Safety of 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid

Step-1: 3-(1,3-dioxoisoindolin-2-yl)-N’-(2-methoxyacetyl)propanehydrazide Oxalyl chloride (27.47 g, 0.216 mol) was added slowly to an ice-cooled solution of 3-(1,3-dioxoisoindolin-2-yl)propanoic acid (15.80 g, 0.072 mol) in DCM (250 mL) followed by catalytic DMF (0.5 mL). The reaction mixture was stirred at room temperature for 1 h and volatiles were removed completely under vacuum to obtain the intermediate acid chloride as a yellow solid. A solution of 2-methoxyacetohydrazide (2, 9.01 g, 0.086 mol) in DCM (50 mL) was added to a solution of this acid chloride in DCM (200 mL) at 0 C. followed by triethylamine (60.5 g, 0.597 mol). The resultant reaction mixture was stirred at room temperature for 1 h. The resulting yellow suspension was quenched onto crushed ice (200 mL). Separated organic layer was washed with water (2×200 mL), brine (150 mL) and concentrated under vacuum to afford crude product (5 g). The aqueous layer which also contains desired product was concentrated under reduced pressure to afford a solid residue. The crude residue was dried and extracted sequentially with THF (1000 mL), acetone (300 mL) and acetonitrile (400 mL). The combined organic layer was concentrated to obtain yellow semisolid (37 g) which was combined with solid residue (5 g) from organic layer and was used in the next reaction without purification. LC-MS [M+H]+ 306.1 m/z.

The synthetic route of 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOSTASIS TEHRAPEUTICS, INC.; Bastos, Cecilia M.; Munoz, Benito; Tait, Bradley; (48 pag.)US2017/1993; (2017); 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. 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid

Into a 1000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2- yl)propanoic acid (40 g, 182.49 mmol, 1.00 equiv) in water (250 mL). This was followed by the addition of aniline (17 g, 182.55 mmol, 1.00 equiv). To this was added sodium carbonate (9.6 g, 90.57 mmol, 0.50 equiv). The resulting solution was stirred for 3 h at 25 C. The pH value of the solution was adjusted to 5-6 with hydrochloric acid (1 mol/L). The solids were collected by filtration. The filter cake was washed with 1×200 mL of water. This resulted in 40 g (74%) of 3-(l,3-dioxo- 2,3-dihydro-lH-isoindol-2-yl)-N-phenylpropanamide as a white solid. MS (ESI) m/z 295 ([M + H]+)

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 3339-73-9.

Reference:
Patent; REXAHN PHARMACEUTICALS, INC.; LEE, Young Bok; KIM, Jae Min; KIM, Deog Joong; AHN, Chang-Ho; WO2014/143960; (2014); A1;,
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Some common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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 C11H9NO4

General procedure: The DCC (1.2 equiv) was added to the solution of 1 (0.2 mmol), DMAP (0.2 equiv), and appropriate carboxylic acid (1.2 equiv) in anhydrous CH2Cl2 (8 mL) at 0 C. The resulting mixture was stirred at room temperature until the starting material was not observed by TLC. The reaction mixture was filtered, and the residue was washed with CH2Cl2 (2 × 10 mL). Then, the CH2Cl2 solution was washed with 5% HCl (3 × 30 mL), saturated NaHCO3 (3 × 30 mL) and saturated NaCl (3 × 30 mL), respectively. Subsequently, the organic layer was dried over anhydrous Na2SO4 and concentrated to dryness under reduced pressure. At last, the residue was purified by column chromatography over the silica gel to yield the pure target compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3339-73-9, its application will become more common.

Reference:
Article; Wang, Li-Jun; Geng, Chang-An; Ma, Yun-Bao; Huang, Xiao-Yan; Luo, Jie; Chen, Hao; Guo, Rui-Hua; Zhang, Xue-Mei; Chen, Ji-Jun; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 2877 – 2888;,
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Reference of 3339-73-9,Some common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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.

30-a: Place 2-TBS-lycoline (1.0 mmol), 3-phthalimidopropionic acid (1.2 mmol), EDCI (1.2 mmol), DMAP (0.12 mmol), 15 ml of dichloromethane, place in In a 50ml reaction flask, stir at room temperature until no raw materials remain. Transfer to a separatory funnel, add 50 ml of dichloromethane, wash the organic phase with saturated sodium bicarbonate solution, water, and saturated sodium chloride solution, dry over anhydrous sodium sulfate, and concentrate for later use.30-b: Put the above product, TBAF (2.0 mmol), 15 ml of THF, into a 50 ml reaction bottle, and stir at room temperature until no raw materials remain. Transfer to a separatory funnel, add 50 ml of dichloromethane, wash the organic phase with saturated sodium bicarbonate solution, water, and saturated sodium chloride solution, dry over anhydrous sodium sulfate, concentrate, and separate by column chromatography to obtain a yellow solid (28.4% ).

The synthetic route of 3339-73-9 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. 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, A new synthetic method of this compound is introduced below., SDS of cas: 3339-73-9

240 g (1.09 mol) of phthalic anhydride alanine was added to a 1000 mL reaction flask.700 mL of chloroform, warmed to 60 C, and 135 g (1.13 mol) of thionyl chloride was added dropwise.After the completion of the dropwise addition, the reaction was kept for 3 hours, and concentrated under reduced pressure to dryness.Add 400 mL of chloroform to dissolve and set aside.

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; Hubei Hongtai Biological Technology Co., Ltd.; Zhang Rui; Lei Yuping; Wang Liming; Wu Weiwei; Li Jianxiong; (8 pag.)CN109053580; (2018); A;,
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Reference of 3339-73-9, 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 3339-73-9 as follows.

General procedure: 1.0 mmol of (1,3-dioxoisoindolin-2-yl) acid, N-ethyl-N-dimethylaminopropylcarbodiimide (EDC) (1.1 mmol), hydroxybenzotriazole(HOBt) (1.2 mmol) and N,N-Diisopropylethylamine (2.0 mmol) weremixed in minimum DMF and the obtained mixture was stirred for5 min. Then, 4-aminoquinoline-diamines (1.0 mmol) was added to thereaction mixture and the stirring was continued for 5 h. The reactionend was proved by thin layer chromatography (TLC). Then, DMF wasevaporated using rotary evaporator and cold water (20 mL) was added,and solid precipitates obtained were filtered and washed with coldwater. The crude product was recrystallized in absolute ethanol.

According to the analysis of related databases, 3339-73-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rani, Anu; Legac, Jenny; Rosenthal, Philip J.; Kumar, Vipan; Bioorganic Chemistry; vol. 88; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 3339-73-9,Some common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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 4 (0.3 g, 1.37 mmol) in CH2Cl2 (10 mL) was added thionyl chloride (0.12 mL, 1.6 mmol). The resulting mixture was stirred at reflux for 5 h. After cooling to rt, the solvent and excess thionyl chloride were removed by evaporation to give a white solid (0.22 g) in 67% yield; 1H NMR (400 MHz, CDCl3) delta 7.87 (m, 2H), 7.74 (m, 2H), 4.04 (m, 2H), 3.35 (m, 2H); 13C NMR (100 MHz, CDCl3) delta 168.0, 166.2, 134.2, 123.5, 33.9, 33.0; mp 148-150?C. The product was used in the next step without further purification.

The synthetic route of 3339-73-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Peng; Jorgensen, Trine Nygaard; Loland, Claus J.; Newman, Amy Hauck; Bioorganic and Medicinal Chemistry Letters; vol. 23; 1; (2013); p. 323 – 326;,
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Some common heterocyclic compound, 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, molecular formula is C11H9NO4, 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. name: 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid

To a solution of 3-(1,3-dioxoisoindolin-2-yl)propanoic acid (300 mg, 1.31 mmol) in dichloromethane (5mL) at r.t. was added thionyl chloride (0.15 mL, 2.06 mmol) and the mixture was heated at reflux for 2h. The mixture was then concentrated by rotary evaporator to afford 3- (1,3-dioxoisoindolin-2-yl)propanoyl chloride, which was used immediately for the next reaction. To asolution of 3-(1,3-dioxoisoindolin-2-yl)propanoyl chloride in dry dichloromethane (5 mL) was added phenothiazine (200 mg, 1 mmol) and pyridine (0.5 mL) at 0 C. After being stirred at r.t. for 5 h, the reaction was quenched by 3 mol¡ÁL-1 hydrochloric acid (10 mL). The organic layer was separated and the aqueous layer extracted with dichloromethane (2 ¡Á 15 mL). The combined organic extracts were washed with saturated NaHCO3, dried with Na2SO4 and rotary evaporated. The crude product was recrystallized from 95% ethanol to afford 6c (380 mg, 95.0%) as white soild, m.p. 256.5-257.5 C. 1H NMR (300 MHz, CDCl3): delta 8.48 (s, 1H), 7.81 (dd, J = 5.4, 3.0 Hz, 2H), 7.69 (dd, J = 5.4, 3.0 Hz, 2H), 7.49 (d, J = 6.6 Hz, 2H), 7.42 (d, J = 7.8 Hz, 2H), 7.31 (t, J = 7.2 Hz, 2H), 7.21 (t, J = 7.5 Hz, 2H). 13C NMR (100 MHz, CDCl3): delta 169.15, 168.03, 138.27, 134.01, 133.92, 132.10, 128.06, 127.11, 126.97, 123.25, 34.28, 32.74. ESI-HRMS m/z calcd. for C23H17N2O3S ([M+H]+) 401.0954, found 401.0960.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3339-73-9, its application will become more common.

Reference:
Article; He, Chun-Xian; Meng, Hui; Zhang, Xiang; Cui, Hua-Qing; Yin, Da-Li; Chinese Chemical Letters; vol. 26; 8; (2015); p. 951 – 954;,
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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 3339-73-9 as follows. Product Details of 3339-73-9

General procedure: An aqueous solution of metal (Li/Na) carbonate (4.5mmol in 50ml) was added drop wise to a well-stirred solution of NPA (9.1mmol) in ethanol (40ml) at room temperature separately. The pH (6-7) adjusted solution was stirred with heating (60C) for next 4h and then set aside for crystallization. After four weeks, 0.48g (48% yield) for each 1b and 2b of colourless single crystals were obtained.

According to the analysis of related databases, 3339-73-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nadeem, Muhammad; Bhatti, Moazzam H.; Yunus, Uzma; Mehmood, Mazhar; Asif, Hafiz Muhammad; Mehboob, Shoaib; Floerke, Ulrich; Inorganica Chimica Acta; vol. 479; (2018); p. 179 – 188;,
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