Category: 2518-24-3

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. 2518-24-3, name is 4-Aminoisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Aminoisoindoline-1,3-dione

In a 2500 mL round bottom flask containing 0.62 mol (100 g) of 3-aminophthalimide, Add anhydrous ethanol 800mL, 455 mL of a methanol solution of KOH at a concentration of 80 g · L-1 (1 h addition, 0.65 mol KOH) was added dropwise with stirring. Continue stirring at room temperature for 3h, filter, The resulting white solid was rinsed with absolute ethanol, drying, The quality is 114g.

According to the analysis of related databases, 2518-24-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Agricultural Sciences Plant Protection Institute; Mei Xiangdong; Si Weijie; Zhang Tao; Ning Jun; (17 pag.)CN104447498; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 2518-24-3, A common heterocyclic compound, 2518-24-3, name is 4-Aminoisoindoline-1,3-dione, molecular formula is C8H6N2O2, 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.

4-Aminoisoindoline-1,3-dione (2, 2.00 g, 12.3 mmol) was dissolved in MeOH(200 mL), and the solution was treated with N-bromosuccinimide (2.19 g,12.3 mmol). The reaction was stirred at room temperature for 50 min. The solid thatprecipitated was collected by filtration and washed with MeOH to give bromide 3(2.21 g, 9.21 mmol, 75%) as a yellow powder, mp 287-289C. 1H NMR (DMSOd6):d 11.1 (s, 1H), 7.51 (d, J D 8.9 Hz, 1H), 6.90 (d, J D 8.9 Hz, 1H), 6.53 (br s,2H); 13C NMR (DMSO-d6): d 170.0, 167.7, 146.5, 139.6, 130.2, 123.6, 112.4, 101.6;MS: m/z 240, 242 (C8H5BrN2O2, MC¢, ca. 1:1).Anal. Calcd for C8H5BrN2O2: C, 42.51; H, 1.78; N, 6.20. Found: C, 42.63; H, 1.86;N, 6.14.

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:
Article; Gnanasekaran, Krishna Kumar; Rivera, Mario; Bunce, Richard A.; Organic Preparations and Procedures International; vol. 50; 3; (2018); p. 372 – 374;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 2518-24-3, 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.

EXAMPLE 66 4-[N’-(1,7-Dioxo-2,3,6,7-tetrahydro-1H-2,6-diaza-as-indacen-8-ylidene)-hydrazino]-N-methyl-benzenesulfonamide (Z-isomer) A solution of 16.2 g (100 mmol) of 6-aminophthalimide, 9.6 g (100 mmol) of methanesulfonic acid, and 4.0 g of 10% Pd/C in 140 mL of TFA was hydrogenated overnight at 50 psi. The catalyst was filtered off and and the filtrate concentrated on a rotary evaporator. The residue was diluted with 70 mL of ice water, adjusted to pH 8 with K2CO3, and chilled in an ice bath. The resulting solid was filtered to give 6.7 g of a 5:4 ratio of 5-amino:6-amino lactam isomers. Recrystallization from hot ethanol/water afforded 1.45 g of undesired isomer. The filtrate was preabsorbed onto silica gel and chromatographed with TEA:MeOH:methylene chloride (1:2:47). The resulting solid was slurried in methylene chloride/MeOH and filtered to afford a low yield of 5-amino-2,3-dihydro-isoindol-1-one: 1H NMR (DMSO-d6): delta4.13 (s, 2H), 5.67 (s, 2H), 6.55 (dd, J=8.7, 1.9 Hz, 1H), 6.55 (d, J=1.9 Hz, 1H), 7.25 (d, J=8.7 Hz, 1H), 7.83 (s, 1H); APCI-MS m/z 149 (M+H)+.

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, 4-Aminoisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SmithKline Beecham Corporation; US6369086; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. category: indolines-derivatives

Step 1: Preparation of 4-amino-7-bromoisoindolin-1,3-dione (38) To a solution of 4-aminoisoindolin-1,3-dione (37) (0.5 g, 3.08 mmol) in MeOH (50 mL) was added a mixture of NBS (0.58 g, 3.24 mmol) as three portions at room temperature. Then, the mixture thus obtained was stirred at room temperature for 8 hours, and filtered. The filtrate was concentrated to give the crude product of 4-aminoisoindolin-1,3-dione 38 (0.42 g) as a solid, which was directly used in the next step without further purification.

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

Reference:
Patent; GREEN CROSS CORPORATION; CHOI, Soongyu; PARK, Eun-Jung; SEO, Hee Jeong; KONG, Younggyu; SON, Ickhwan; MA, Sang-ho; CHA, Man-Young; KIM, Mi-Soon; PARK, Kisoo; (143 pag.)US2016/311772; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2518-24-3, name is 4-Aminoisoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 2518-24-3

(1) The solid phthalic anhydride and urea are added to the reactor and heated to 136 C for 320 seconds. The prepared o-aminobenzene dicarboximide is introduced into the first tubular reactor together with water and sodium hydroxide and forced cooled to -15 deg. C; The Hoffmann degradation reaction was carried out by adding methanol and sodium nitrite solution at 1: 0.5, the reaction time was 48 seconds, and then separating the o-aminobenzoic acid methyl ester;

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

Reference:
Patent; Tian, Zixin; Tian, Zhenmin; Yang, Yuanxi; Wang, Jilong; Cui, Zhen; (6 pag.)CN105949091; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2518-24-3, 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. 2518-24-3 name is 4-Aminoisoindoline-1,3-dione, 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.

3-Aminophthalimide (2.00 g, 12.3 mmol) was dissolved in methanol (200 mL), and the solution was added with N-bromosuccinimide (2.19 g, 12.3 mmol), followed by stirring at room temperature for 50 minutes. The obtained solid was collected by filtration and washed with methanol to obtain 3-amino-6-bromophthalimide (2.21 g, yield 74%). APCI-MS m/z: 241 [M-H]-; 1H-NMR (DMSO-d6)delta(ppm): 6.53 (br s, 2H), 6.88 (d, J = 8.9 Hz, 1H), 7.49 (d, J = 8.9 Hz, 1H), 11.07 (br s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Aminoisoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2108642; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2518-24-3, Adding some certain compound to certain chemical reactions, such as: 2518-24-3, name is 4-Aminoisoindoline-1,3-dione, 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 2518-24-3.

Step 2: 4-Iodo-l,3-isoindolinedione; A ~3.6M aqueous solution of sodium nitrite was added at 0C to a -2.0M solution of the product obtained from step 1 in concentrated hydrochloric acid. After stirring the mixture at the same temperature for 10 min., a ~3.39M aqueous solution of potassium iodide was added to it, allowed to warm up to RT and then heated at 800C for 2h. After cooling toRT, work-up (AcOEt/H2O) afforded the title compound in 82% yield. 1H-NMR (delta ppm,DMSO-J6, 300 MHz): 11.48 (br. s, IH); 8.17 (d, J = 7.8, IH); 7.79 (d, J = 8.4, IH); 7.48 (t, J = 6.9, IH).

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 2518-24-3.

Reference:
Patent; GLENMARK PHARMACEUTICALS, S. A.; WO2009/118596; (2009); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem