Category: 4702-13-0

name: N-Phthaloylglycine, The prevalence of solvent effects in heterogeneous catalysis has motivated developing quantitative kinetic, spectroscopic, and theoretical assessments of solvent structures and their interactions with reaction intermediates and transition states.

Typical Procedure: To a 30-mL vial was added N-phthaloylglycine (2.05 g, 10 mmol) and SOCl2 (8 mL) and the vial was sealed. The reaction was stirred in an oil bath at 60 C for 8 h. The mixture was cooled to r.t., the SOCl2 was removed in vacuo, hexane (10 mL) was added, and the mixture was stirred for 10 min resulting in white solid. After filtration, the solid (2.0 g, 90%) was washed with hexane and used directly in the next reaction. Phthaloylglycyl chloride (2.0 g, 9.0 mmol) in CH2Cl2 (8 mL) was added dropwise to the solution of 11a (2.2 g, 7.9 mmol) and Et3N (3.0 mL) in CH2Cl2 (50 mL). The mixture was stirred at r.t. until completion of the reaction, then diluted with CH2Cl2 (150 mL). The organic phase was washed with H2O (3 × 40mL) and brine, dried (anhyd Na2SO4), and concentrated in vacuo. The residue was purified by flash column chromatography (silicagel) to afford 10a (3.2 g, 89%) as a yellowish solid.

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, Liye; Yu, Ruina; Leng, Ling; Gong, Feng; Zhu, Xinhai; Wan, Yiqian; Synthesis; vol. 46; 17; (2014); p. 2317 – 2326;,
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Safety of N-Phthaloylglycine, The chemical industry reduces the impact on the environment during synthesis 4702-13-0, name is N-Phthaloylglycine, I believe this compound will play a more active role in future production and life.

(a) Preparation of 1,3-dihydro-1,3-dioxo-2H-isoindole-2-acetyl chloride STR10 A solution of 1,3-dihydro-1,3-dioxo-2H-isoindole-2-acetic acid (7.00 g) and thionyl chloride (12 mL) was stirred at reflux under nitrogen for one hour. The thionyl chloride was distilled from the reaction, and the resulting crude product was further purified by distillation via a kugelrohr apparatus (BUCHI, Flawil, Switzerland). [Bp: 160-180 C. (oven temperature) at 10 mm Hg.]The yield of the title compound was 6.88 grams (90.2%). The structure of the title compound, and of all of the compounds synthesised in each of the subsequent examples, was confirmed by 1 H NMR.

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; G. D. Searle & Co.; US5212169; (1993); A;,
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Electric Literature of 4702-13-0, 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. 4702-13-0 name is N-Phthaloylglycine, 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.

STEP A:; To a stirred solution of A/-phthaloylglycine (11.92 g, 58 mmol) indichloromethane (200 mL) at room temperature, oxalyl chloride (7.5 mL, 87mmol) was added. DMF (two drops) was then added. The resulting solutionwas concentrated after stirring four hours at room temperature.Dichloromethane (100 mL, dry) was then added to the residue. Benzylamine(9.5 mL, 87 mmol) was added slowly into the resulting solution. Triethylamine(12 mL, 87 mmol) was then added slowly into the solution. Dichloromethane(200 mL) and methanol (50 mL) were added 30 min after the completedaddition of triethylamine. The resulting solution was extracted with 2 N HCIsolution twice, 1 N NaOH solution one time and 1 N HCI one time, and thendried over MgSO4. The solution was filtered and concentrated to yield N-benzyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetamide as a white solid.MH+= 294.9.

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

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; BAXTER, Ellen; BOYD, Robert; COATS, Steve; JORDAN, Alfonzo; REITZ, Allen; REYNOLDS, Charles H.; SCOTT, MALCOLM; SCHULZ, Mark; DE WINTER, Hans Louis Jos; WO2006/17844; (2006); A1;,
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These common heterocyclic compound, 4702-13-0, name is N-Phthaloylglycine, 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 N-Phthaloylglycine

To 10.25 g of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetic acid dissolved in 50 ml of dichloromethane are added, at room temperature, 4.6 ml of oxalyl chloride and 2 drops of DMF, and the mixture is left for 18 hours at room temperature. The resulting mixture is evaporated to dryness to give 11 g of the expected product.

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

Reference:
Patent; SANOFI-AVENTIS; US2007/185136; (2007); A1;,
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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. 4702-13-0, name is N-Phthaloylglycine belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: N-Phthaloylglycine

Dissolve 2 g (9.75 mM) of N-phthaloylglycine in 20 mL of thionyl chloride, and reflux for 3 hours. At the end of that time, the thionyl chloride is evaporated under reduced pressure with the rotary evaporator. The product obtained is taken up three times in 50 mL of toluene, and subjected each time to evaporation under reduced pressure. At the end of the third evaporation, the product obtained is kept under vacuum for 30 minutes, then is taken up again in 20 mL of dry dichloroethane and stored as such until use.

The synthetic route of 4702-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universite De Nantes; Universite de Bourgogne; Institut National de la Sante et de la Recherche Medicale (INSERM); Robert, Jean-Michel; Troy-Fioramonti, Stephanie; Demizieux, Laurent; DeGrace, Pascal; US2018/265498; (2018); A1;,
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Some common heterocyclic compound, 4702-13-0, name is N-Phthaloylglycine, molecular formula is C10H7NO4, 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. category: indolines-derivatives

To a solution of N-phthaloylglycine (36.3 mg, 0.177 mmol) in CH2Cl2 (1.8 mL) were added(COCl)2 (46 L, 0.532 mmol) and DMF (1 drop) at 0 C. The reaction mixture was stirred at0 C for 10 min and at room temperature for 2 h. The solvents were removed under reduced pressure. Azeotropic distillations were carried out with toluene (2 × 2 mL) under reducedpressure. The residue (acid chloride) was used for next step without further purification.To a solution of compound 5 (25.0 mg, 0.0592 mmol) and pyridine (43 L, 0.532 mmol) inCH2Cl2 (0.3 mL) was added a solution of the above crude product (acid chloride) in CH2Cl2 (0.6mL) at 0 C. The reaction mixture was stirred at 0 C for 30 min and at room temperature for 9 h.After cooling to 0 C, the reaction mixture was quenched by addition of saturated NaHCO3 aq.(5 mL). The whole mixture was extracted with CH2Cl2 (2 10 mL), and the combined organiclayers were dried with Na2SO4. After filtration and evaporation, the crude was purified by silicagel chromatography (n-hexane/EtOAc 1:1 to 1:2) to give compound 14 as a pale yellow oil (34.0mg, 94%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4702-13-0, its application will become more common.

Reference:
Article; Natori, Yoshihiro; Hwang, Candy S.; Lin, Lucy; Smith, Lauren C.; Zhou, Bin; Janda, Kim D.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1020 – 1031;,
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Electric Literature of 4702-13-0,Some common heterocyclic compound, 4702-13-0, name is N-Phthaloylglycine, molecular formula is C10H7NO4, 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 the (G2a) step, 2 mol of thionylchloride (SOCl2) was added to the compound 1a to produce 2-(1,3-dioxoisoindolin-2-yl)acetic chloride (compound 2a) and the unreacted thionylchloride (SOCl2) was recovered by using an aspirator.

The synthetic route of 4702-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERMOLON KOREA CO.,LTD.; WO2009/131324; (2009); A2;,
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Related Products of 4702-13-0,Some common heterocyclic compound, 4702-13-0, name is N-Phthaloylglycine, molecular formula is C10H7NO4, 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: A mixture of compound [3-7]a-i (0.01mole) and thionyl chloride (0.01mole) placed in dry benzene (10 ml.) and refluxed for 7 hours. The excess of thionyl chloride and benzene were removed under vacuum after cooling .

The synthetic route of 4702-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Samir, Ali H.; Saeed, Ruwaidah S.; Matty, Fadhel S.; Oriental Journal of Chemistry; vol. 34; 1; (2018); p. 286 – 294;,
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Synthetic Route of 4702-13-0, 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. 4702-13-0, name is N-Phthaloylglycine belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Phthaloyl glycine (1.0 g, 4.9 mmol) in a 100 mL eggplant-shaped flask was dissolved in dichloromethane (20 mL). Afterwards, oxalyl chloride (2.5 g, 19.6 mmol) and DMF (50 mg) were added. The reaction solution was stirred at room temperature for 30 min and then concentrated. 1.2 g of a pale yellow solid were obtained, which was applied directly to the next step without purification.

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

Reference:
Patent; Yabao Pharmaceutical Group Co., Ltd.; Suzhou Yabao Pharmaceutical Research And Development Co., Ltd.; Song Yang; Qian Xiaoxin; Sun Xiaolin; Li Sailei; Zhu Lin; Zhang Xiyu; Zhang Fei; Wang Peng; (37 pag.)CN109232403; (2019); A;,
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Reference of 4702-13-0, These common heterocyclic compound, 4702-13-0, name is N-Phthaloylglycine, 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.

7-b: 1-Bromo-3-phthalimide acetone 2-Phthalimide acetic acid 2.05 g (10.0 mmol), 10 mL of thionyl chloride,Placed in 50mL reaction flask, reflux to the remaining raw materials, vacuum drying, in a brown oil, add 2mL toluene. 15 mL of 50% by weight aqueous solution of KOH was added to 40 mL of diethyl ether, and 6.00 g (33. Mmol) of nitrosourea was slowly added in portions under ice-cooling. After addition, shaking was continued for 10 minutes. , & Lt;And dried for 2 hours in the form of flake KOH to obtain a solution of diazomethane in diethyl ether.The above-mentioned diazomethane-containing ether solution was placed in a 100 mL reaction flask and placed in an ice bath. 2 mL of a toluene solution containing the above oil was slowly added dropwise. The reaction was complete, filtered, rinsed with diethyl ether and the resulting solid spare. The solid was dissolved in 20 mL of tetrahydrofuran, and 2 mL of a 40 wt% aqueous solution of HBr was added dropwise to the reaction mixture, and the mixture was dried under reduced pressure. Add 100mL ethyl acetate, placed in a separatory funnel, respectively, saturated NaHC03, water, saturated NaCl solution, dried anhydrous Mg2S04. Dried under reduced pressure and recrystallized from 95% by weight ethanol to give 1.24 g of a white solid in 44.0% by weight yield.

The synthetic route of 4702-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Union Pharmaceutical Factory; Institute of Materia Medica, Chinese Academy ofMedical Sciences; Pan, Xiandao; Zhang, Peicheng; Yang, Yajun; Zhao, Limin; (20 pag.)CN102786464; (2016); B;,
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