Author: Jessica.F

Related Products of 603-62-3, 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. 603-62-3, name is 3-Nitrophthalimide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 1; Preparation of (2-methyl-l,3-dioxo-2,3-dihydro-lH-isoindol-4-yl)acetic acid; Step 1 : 4-Amino-l,3-isoindolinedione; A solution of 3-nitrophthalimide in ethylacetate was treated with 10% palladium on charcoal (10 wt. %) and hydrogenated at 20 psi for 2h. The catalyst was filtered through celite and the filterate was evaporated to give the crude product (97%) which was used without purification in the next step. 1H-NMR (delta ppm, DMSO-J6, 300 MHz): 10.85 (br. s, IH); 7.39 (t, J = 7.8, IH); 6.93 (d, J = 8.4, IH); 6.88 (d, J = 6.9); 6.38 (br. s, 2H).

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, 3-Nitrophthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLENMARK PHARMACEUTICALS, S. A.; WO2009/118596; (2009); A2;,
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Synthetic Route of 334952-09-9, 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. 334952-09-9, name is 2-Oxoindoline-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 2a (2Og) is dissolved in DMF (15OmL) and carbonyldiimidazole (19g) is added. The reaction is then heated to 70C for 1 hour after which the reaction is cooled to room temperature. Aminoacetaldehyde diethylacetal (16.5mL) is added and allowed to react at room temperature overnight. The solvent is then removed under reduced pressure and the residue is purified by LC (SiO2, DCM:MeOH 90: 10) to yield the desired compound 1 (1 Og).

The chemical industry reduces the impact on the environment during synthesis 2-Oxoindoline-6-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2006/64044; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 7477-63-6, name is 7-Chloroisatin, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H4ClNO2

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 ¡ãC about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

According to the analysis of related databases, 7477-63-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Zhansheng; Gao, Lingli; Xu, Zhongyun; Ling, Zhi; Qin, Yaqi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 73; 4; (2017); p. 385 – 394;,
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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 16800-68-3 as follows. Quality Control of 1-Acetylindolin-3-one

General procedure: To a solution of 1a (35 mg, 0.2 mmol) and 2a (52.4 mg,0.4 mmol) in DCE (3 mL) was added iodine (10 mg, 0.04 mmol). The reaction mixture was heated at 80 C for 24 h, then cooled to room temperature and quenched with saturated sodium thiosulfate. The mixture was extracted with CH2Cl2, the combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel to afford title compound.

According to the analysis of related databases, 16800-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guo, Jing; Weng, Jiang; Huang, Gong-Bin; Huang, Lin-Jie; Chan, Albert S.C.; Lu, Gui; Tetrahedron Letters; vol. 57; 49; (2016); p. 5493 – 5496;,
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480-91-1, name is Isoindolin-1-one, 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. Application In Synthesis of Isoindolin-1-one

Isoindolin-1-one 21 (250mg, 1.85mmol) was dissolved in acetonitrile (9mL) and cesium carbonate (2.40g, 7.39mmol) was added followed by propargyl bromide (308muL, 2.77mmol). The reaction mixture was stirred at reflux (2h). The reaction mixture was then dissolved in CH2Cl2 (10mL) and washed with water (3¡Á15mL). The organic layer was dried (Na2SO4), filtered and concentrated under reduced pressure. Gravity-column chromatography of the residual oil (hexane/ethyl/acetate, 2:1) gave 27 as a yellow solid (205mg, 65%): mp 79-81C; Rf 0.66 (ethyl acetate); 1H NMR (400MHz, CDCl3) delta 7.82 (dJ=8.0Hz, 1H), 7.52 (dd J=8.0, 7.2Hz, 1H) 7.41-7.45 (m, 2H), 4.47 (s, 2H), 4.24 (s, 2H), 2.28 (s, 1H). 13C NMR (100MHz, CDCl3) delta 167.9, 141.2, 132.1, 131.6, 128.1, 123.8, 122.8, 78.1, 72.5, 49.1, 31.7. IR (neat) 3290, 3243, 2118, 1701cm-1; HRMS (ESI-TOF) m/z [M+H]+; calculated for C11H10NO 172.0762, Found: 172.0857.

The synthetic route of 480-91-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ronnebaum, Jarrid M.; Luzzio, Frederick A.; Tetrahedron; vol. 72; 40; (2016); p. 6136 – 6141;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 20876-36-2,Some common heterocyclic compound, 20876-36-2, name is 5-Aminoindolin-2-one, molecular formula is C8H8N2O, 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.

153 mg (0.490 mmol) (5-Bromo-2-chloro-pyrimidin-4-yl)-phenethyl-amine was taken into 0.5 mL 1,4 dioxane with 0.14 mL (1.00 mmol) diisopropylethylamine and 80 mg (0.539 MMOL) 5-amino-1, 3-DIHYDRO-INDOL-2-ONE. The reaction was allowed to heat to 110 C for sixteen hours. The resulting brown glass was taken into 92.3 : 7: 0.7 CHCI3 : CH30H: NH40H and washed with 1 N sodium hydroxide. The organic layer was dried over magnesium sulfate and evaporated directly onto silica gel. This adsorbed compound was purified via column chromatography (97.8 : 2: 0.2 CHCI3 : CH30H: NH40H) over silica to isolate the major product.the title compound was isolated as a white solid. c2ohigbrn50 : ms: 424.2/426. 2 (mh+) ;’h nmr (d6-dmso) 10.20 (s, 1 h), 9.01 (s, 1 h), 7.93 (s, 1 h), 7.52 (s, 1 h), 7.44 (d, j = 8.4 hz, 1 h), 7.28-7. 16 (m, 5 h), 6.97 (m, 1 h), 6.65 (d, j=8. 3hz, 1 h), 3.56 (m, 2 h), 3.31 (s, 2 h), 2.82 (t, j=7. 9hz, 2h) ppm.

The synthetic route of 20876-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/56786; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 52351-75-4, These common heterocyclic compound, 52351-75-4, name is 6-Methoxyindoline-2,3-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: Compound 16 (1.0 g, 5.65 mmol)Ethanol (1.6 mL)And a 10 N aqueous solution of sodium hydroxide (6 mL) was heated to 85 C.,Ethanol (10.4 mL)2-Acetoxyacetophenone (1.3 g, 7.35 mmol) dissolved in water was added.After stirring at 85 C. for 1 hour,Water (20 mL) was added under ice cooling,1N Hydrochloric acid was added until pH 1 was reached.The precipitate was collected by filtration, washed with water and ethanol: acetonitrile (1: 1) solution,Compound 17 was obtained as a red solid (1.2 g, 74%).

The synthetic route of 52351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYOTO UNIVERSITY; OISHI, SHINYA; OHNO, HIROAKI; FUJII, NOBUTAKA; YAMAMOTO, KOUKI; (43 pag.)JP2017/81888; (2017); A;,
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Indoline | C8H9N – PubChem

Application of 356068-93-4, 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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 7: Preparation of iV-(2-aminophenyl)-5-((Z)-(5-fluoro-2-oxoindolin- 3-ylidene)methyl)-2,4-dimethyl-lH-pyrrole-3-carboxamide (Compound 10)To a stirred solution of compound 109 (0.2 g, 0.67 mmol) in DMF (30 mL) at 00C was added etaOBt (0.136 g, 1.0 mmol), triethylamine (0.24 mL, 1.67 mmol), ECDI-etaC1 (0.192 g, 1.0 mmol) and benzene- 1,2-diamine (0.2 g, 2.0 mmol) successively. The mixture was stirred for 72 h at room temperature, diluted with water (20 mL), brine (20 mL) and saturated aqueous sodium bicarbonate (20 mL). The peta of solution was adjusted to 11-12 with 1OM NaOH. The mixture was filtered, washed with water, dried to obtain the product 10 as a yellow solid (0.13 g, 50.03%). LCMS: 391 [M+lf, 1H NMR (DMSO-^6): delta 4.83 (s, 2H), 6.58 (t, J= 7.2 Hz, IH), 6.78 (d, IH), 6.84 (m, IH), 6.92 (t, J= 7.8 Hz, 2H), 7.25 (d, IH), 7.74 (m,2H), 9.00 (s, IH), 10.90 (d, IH) ,13.75 (s, IH), 1H NMR (DMSO-D2O) delta 2Al (s, 3H),2.44 (s, 3H), 6.62 (t, J= 7.4 Hz, IH), 6.78 (d, IH), 6.89 ( m, IH), 6.95 (m, 2H), 7.19 (d, IH), 7.67 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CURIS, INC.; WO2008/33743; (2008); A1;,
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. 61-70-1, name is 1-Methylindolin-2-one, A new synthetic method of this compound is introduced below., Product Details of 61-70-1

To a dried round-bottomed flask equipped with a magnetic stir bar was added 1-methylindolin-2-one (0.74 g, 5 mmol), Lawesson?s Reagent (1.07 g, 2.65 mmol) in dry CH2Cl2 (3.60 mL). The reaction was held at the room temperature for 20 h, followed by concentration in vacuo. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography to get 1-methylindoline-2-thione 1 (0.69g, 85% bright yellow solid).

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; Zhou, Shiping; Xiao, Genhua; Liang, Yun; Tetrahedron Letters; vol. 58; 4; (2017); p. 338 – 341;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

17564-64-6, name is 2-(Chloromethyl)isoindoline-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. SDS of cas: 17564-64-6

2.5 g (38.4 mmol) of sodium azide was added to a solution of a commercially available N-(Chloromethyl)phthalimide (25.6 mmol, 5 g) in 50 mL of DMSO. The resulting suspension was stirred at room temperature for 24 h. After adding ice water, the mixture was extracted several times with diethyl ether. The combined organic phases were dried over MgSO4 and the solvent was removed by evaporation under vacuum. Azide 5 was sufficiently pure to be used thereafter (4.810 g, 93% yield).

The synthetic route of 17564-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ben Nejma, Aymen; Znati, Mansour; Daich, Adam; Othman, Mohamed; Lawson, Ata Martin; Ben Jannet, Hichem; Steroids; vol. 138; (2018); p. 102 – 107;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem