Tag: M.W=100-200

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. 496-12-8, name is Isoindoline, This compound has unique chemical properties. The synthetic route is as follows., 496-12-8

(Intermediate Example 115) 3-Amino-1-(1,3-dihydroisoindol-2-yl)propan-1-one N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (1.94 g) was added to a solution of 3-t-butoxycarbonylaminopropionic acid (1.90 g) in N,N-dimethylformamide at 0C. A solution of 2,3-dihydro-1H-isoindole (1.00 g) in N, N-dimethylformamide was added thereto. The mixture was warmed to room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure, and water and dichloromethane were added to the residue. The organic phase was separated and washed with 10% citric acid solution, 4% sodium bicarbonate solution and a saturated saline solution. The product was dried over sodium sulfate anhydrous and concentrated under reduced pressure. Ether was added to precipitate crystals, and the crystals were collected by filtration and dried under reduced pressure to give t-butyl [3-(1,3-dihydroisoindole)-3-oxopropyl] carbamate (1.33 g, Y.: 55%) as pale orange crystals.

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:
Patent; SANWA KAGAKU KENKYUSHO CO., LTD.; EP1595866; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

1074-82-4,Some common heterocyclic compound, 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, molecular formula is C8H4KNO2, 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 stirred solution of 1,6-dibromohexane (12.3 mL, 81.0 mmol) in DMF (10 mL), was added potassium phthalate (5.0 g, 27.0 mmol) portion-wise over 30 min at room temperature. After complete addition, the reaction mixture was stirred at 90 C for 18 h, then quenched with water (300 mL) and extracted with diethyl ether (150 mL x 2). The combined organic extracts were washed with water (100 mL x 2), followed by brine (50 mL x 2) and dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (60-120 mesh) using 5-10% EtO Ac / hexanes to afford 3-i as an off- white solid (6.3 g, 76% yield). LCMS: 310.95 (M+l).

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

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; LADNER, Robert, D.; (244 pag.)WO2018/98208; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 20876-36-2, name is 5-Aminoindolin-2-one, 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 20876-36-2, 20876-36-2

5-(4-Methoxycarbonylbenzamido)-2-oxindole A mixture of 82.0 mg 5-amino-2-oxindole and 131.0 mg 4-methoxycarbonylbenzoyl chloride in pyridine was stirred at room temperature for 3 hr and poured into ice water. The precipitate was filtered, washed with water and dried in a vacuum oven to give 138.0 mg of 5-(4-methoxycarbonylbenzamido)-2-oxindole (81percent yield).

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, 5-Aminoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sugen, Inc.; US6486185; (2002); B1;; ; Patent; Sugen, Inc.; US6114371; (2000); A;,
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Adding a certain compound to certain chemical reactions, such as: 2913-97-5, name is N-(2-Oxoethyl)phthalimide, 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 2913-97-5, 2913-97-5

1, 4 g of N- (2-acetaldehyde) phthalimide,3 g of N, N’-dihydroxy-2,3-dimethyl-2,3-butanediamine was dissolved in 70 mL of 60percent ethanol aqueous solution,0.1 ml formic acid was added dropwise and the reaction was stirred at 25 ¡ã C for 24 hours.Suction filtered and washed to give a white solid product A 4.2 g,Yield 65percent.

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-(2-Oxoethyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong Normal University; Shi Zhiqiang; Li Jiaofu; Wang Yongxia; (8 pag.)CN104557714; (2017); B;,
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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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, A new synthetic method of this compound is introduced below., 1074-82-4

50 mL of DMF, 0.025 mol of the potassium salt of phthalimide, 0.10 mol of 1,4-dibromobutane and 0.5 g of TBAB, reaction at 70 C. for 2.0 h; cooling to room temperature, pouring into ice water, extraction with ethyl acetate, After washing with water, drying and desolvation, the mixture was allowed to stand overnight to precipitate 5.82 g of N-(4-bromobutyl)phthalimide as a white solid, mp 78-81C, yield 82.5%.

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; Hunan University; Hu Aixi; Yang Zihui; Li Jingwen; (9 pag.)CN107540647; (2018); A;,
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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. 2518-24-3, name is 4-Aminoisoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. 2518-24-3

60.0 g (370.0 mmol) of 3-aminophthalimide (18), 900 cm3 of acetonitrile, 93.6 g (925.0 mmol) triethylamine are measured into a 2000 cm3 round-bottomed flask, then the suspension obtained in this way is cooled to 0 C. While stirring a solution made of 60.23 g (555.0 mmol) of ethyl chloroformate (19, R = Et) with 120 cm3 of acetonitrile is added over the course of 60 minutes, whilst maintaining the temperature between 0-5 C the stirring is continued at this temperature for 1 to 2 hours. The reaction mixture is left to warm up to room temperature and the stirring is continued for 1 hour. Using a vacuum the reaction mixture is concentrated to 200 cm3, then a solution of 3.0 cm3 cc. hydrochloric acid made with 900 cm3 of distilled water is added to it. The suspension is again cooled to 0 to 5 C and then stirred at this temperature for 30 to 60 minutes. The crystalline product is filtered, washed with 2x 120 cm3 of solvent mixture (acetonitrile/water = 1/4), then dried in a vacuum at 50 C until constant weight is achieved. In this way 78.28 g (90.3%) of the product according to the title is obtained, which is taken to the next reaction without purification. Mp.: 158-159 C IR (KBr): 3457, 3355, 1783, 1758, 1640, 1169 cm 1. 1H NMR (DMSO-d6, 400 MHz): delta = 7.52 (m, 1H), 7.06 (m, 1H), 7.03 (m, 1H), 6.72 (b, 2H), 4.33 (q, J=7.1 Hz, 2H), 1.32 (t, J=7.1 Hz, 3H) ppm. HPLC: Waters Acquity UPLC BEH C18; 2.1 x50 mm; 1.7 mum; 0.5 mL/min; 225 nm; 10/90 CH3CN/0.1 % HClO4 (aq); 1.90 min (99.70%).

The synthetic route of 2518-24-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EGIS GYOGYSZERGYAR ZRT.; VOLK, Balazs; KATAINE FADGYAS, Katalin; LUKACS, Gyula; TOTHNE LAURITZ, Maria; DANCSO, Andras; KIRALY, Imre; PALOTAI, Laszlo; KORMANY, Robert; (25 pag.)WO2017/134476; (2017); A1;,
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The chemical industry reduces the impact on the environment during synthesis 2058-74-4, name is 1-Methylisatin, I believe this compound will play a more active role in future production and life. 2058-74-4

To the solution of Isatin 1a (1 mmol) in water (20 ml)at 60 C was added o-phenylenediamine 2 (1 mmol). The resulting mixture was stirred and beta-cyclodextrin(15 mol%) was added to the solution. The reaction progress was monitored using TLC by mixture of Hexane – EtOAc (6/4). The completion of the reactionas indicated by TLC in UV-chamber and vapour iodine chamber. The reaction mixture was cooled to room temperature and mixture was extracted by ethyl acetate(2 30mL) and dried over anhydrous sodium sulfate.Ethyl acetate removed in vacuum and crude product obtained. To recycle beta-cyclodextrin, acetone was added in the aqueous media, beta-cyclodextrin recovered. Pure product (6H-Indolo[2,3-b]quinoxaline3a) was obtained by silica gel column chromatography(Hexane/EtOAc) = (7/3 – 6/4) as solid.

The chemical industry reduces the impact on the environment during synthesis 2058-74-4. I believe this compound will play a more active role in future production and life.

Reference:
Article; Shivhare, Km Neha; Siddiqui; Supramolecular Chemistry; vol. 31; 1; (2019); p. 52 – 61;,
Indoline – Wikipedia,
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Some common heterocyclic compound, 774-47-0, name is 5,6-Difluoroindoline-2,3-dione, molecular formula is C8H3F2NO2, 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. 774-47-0

Weigh rapamycin (0.05mmol), isatin 3n (0.10mmol) and rhodium octanoate (0.0005mmo),They were placed in a reaction flask, 2.0 mL of dry dichloromethane was added, and after stirring at room temperature for 5 minutes,Phenyldiazo 2a (0.10 mmol) was weighed and dissolved in dry dichloromethane (1.0 mL), and slowly added dropwise to the reaction system (about 1 hour), and stirring was continued for half an hour.The solvent was removed by rotary evaporation to give a crude product. The rapamycin analog I-n was obtained by column chromatography (eluent: petroleum ether: ethyl acetate = 1:10 to 1:4).The yield was 90%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 774-47-0, its application will become more common.

Reference:
Patent; Ha Yao Cihang Pharmaceutical Co., Ltd.; Changsha Tianci Bio-pharmaceutical Technology Co., Ltd.; Changsha Cihang Pharmaceutical Institute Co., Ltd.; Duan Yanwen; Huang Yong; Qiu Lin; Wen Zhongqing; Su Meng; (38 pag.)CN109776571; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, 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. 1074-82-4

To a solution of phtalamide potassium salt (6 g, 32.4 mmol) in DMF (40 mL), was added allyl bromide (2.78 mL, 32.4 mmol). The solution was heated to 7O0C and stirred for 16h. The DMF was removed by rotary evaporation and aqueous extraction was performed with ethyl acetate and water and the organic layer was separated, dried with NaSO4 and concentrated. The residue was purified by silica gel column chromatography with a gradient of ethyl acetate (20-80percent) in hexanes to afford 241 (3.4 g, 57percent) as a white solid.(DMSO-croe) delta(ppm): 7.89 – 7.80 (m, 4H)1 5.90 – 5.80 (m, 1H), 5.12 (t, J=1.6 Hz, 1H), 5.10 -5.06 (m, 1 H), 4.16 (dt, J=5.1 , 1.8 Hz, 2H)

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 1074-82-4.

Reference:
Patent; METHYLGENE INC.; WO2006/102760; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

1074-82-4,Some common heterocyclic compound, 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, molecular formula is C8H4KNO2, 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 l-(bromomethyl)-4-methylbenzene (5 g, 27 mmol) in DMF (30 mL) was added potassium l,3-dioxoisoindolin-2-ide (7.51 g, 40.5 mmol) .The mixture was stirred at 100C for 14 hours. The reaction mixture was concentrated under reduced pressure to remove DMF. The residue was purified by column chromatography (S1O2, petroleum ethenethyl acetate = 0 to 20%) to give 2- (4-methylbenzyl)isoindoline-l,3-dione (5.50 g, 81% yield). XH NMR (chloroform-d 400 MHz) d 7.85 (d, J = 3.2 Hz, 2H), 7.84 (d, J = 3.2 Hz, 2H), 7.34 (d, J = 7.6 Hz, 2H), 7.13 (d, J = 8.0 Hz, 2H), 4.82 (s, 2H), 2.32 (s, 3H).

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

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (278 pag.)WO2019/115567; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem