Category: 18711-13-2

Application of 18711-13-2, 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. 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

In these schemes, ketone (4.0 equiv.) and a catalytic amount of diethylamine (10 drops) are added to a solution of substituted isatin (1.0 equiv.) in methanol (5 mL). The mixture is stirred at room temperature until starting material (substituted isatin) disappears completely. The resulting solution is concentrated and applied to flash chromatography eluting with hexane / ethyl acetate to afford pure product in quantitative yield. Further purification is done by recrystallization with hexane / ethyl acetate. An example compound synthesized by the above scheme includes: 4,7-Dichloro-3- hydroxy-3-[2-(4-methoxyphenyl-2-oxoethyl)]-l,3-dihydroindol-2-one: white solid; mp 149- 151 C; 1H NMR (DMSO, 400 MH 1 z) delta 10.93 (s, 1H), 7.86 (d, 2H, J = 9.2 Hz), 7.26 (d, 1H, J = 8.8 Hz), 6.98 (d, 2H, J= 8.8 Hz), 6.86 (d, 1H, J = 8.4 Hz), 6.39 (s, 1H), 4.31 (d, 1H, J= 18.0 Hz), 3.80 (s, 3H), 3.61 (d, 1H, J= 18.0 Hz).

The chemical industry reduces the impact on the environment during synthesis 4,7-Dichloroindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TOKALAS, INC.; VERNIER, Jean-michael; (82 pag.)WO2016/57698; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 18711-13-2, name is 4,7-Dichloroindoline-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. HPLC of Formula: C8H3Cl2NO2

General procedure: A mixture of 1 (0.4 mmol), 2 (0.4 mmol), Na2CO3 (0.8 mmol) and TBHP (0.4 mmol) in DMF (4 mL) was stirred at rt for 2 h. Then, the mixture was poured into ice-water, acidified with 1 N HCl aq. (6 mL). The mixture was extracted with ethyl acetate (20 mL x 3). The combined organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel flash column chromatography to give desired products..

The synthetic route of 4,7-Dichloroindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Jun; Zhang, Hui; Ding, Xiao; Tan, Xuefei; Shen, Hong C.; Chen, Jie; He, Weimin; Deng, Hongmei; Song, Liping; Cao, Weiguo; Journal of Fluorine Chemistry; vol. 220; (2019); p. 54 – 60;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 18711-13-2, These common heterocyclic compound, 18711-13-2, name is 4,7-Dichloroindoline-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.

To a mixture of sodium hydride (0.17 g, 6.94 mmol, 60% dispersion in mineral oil) in anhydrous N, Lambda/-dimethylformamide (5.00 mL) was added a solution of 4,7- dichloro-1/-/-indole-2,3-dione (1.00 g, 4.60 mmol) in N, Lambda/-dimethylformamide (5.00 mL) at 0 0C. The brown reaction mixture was stirred for 0.5 h followed by the addition of a solution of 1-bromopentane (0.84 g, 5.55 mmol) in anhydrous N, Lambda/-dimethylformamide (5.00 mL). The reaction mixture was stirred at ambient temperature for 16 h and poured into wet ethyl ether (30.0 mL). After the organic layer was separated, it was washed with water (2 x 20 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness. The gummy residue was dried under vacuum and the solid was triturated with ether to give the title compound (0.98 g, EPO 98%): MS (ES+) m/z 286.2 (M + 1).

Statistics shows that 4,7-Dichloroindoline-2,3-dione is playing an increasingly important role. we look forward to future research findings about 18711-13-2.

Reference:
Patent; XENON PHARMACEUTICALS INC.; WO2006/113864; (2006); A2;,
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. 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 4,7-Dichloroindoline-2,3-dione

with the operation of Example 1, the isatin (147mg, lmmol) to 4,7_ dichloro isatin (216mg, lmmol), reflux for 4h, the obtained orange-red solid product (IV-3) 2 – (3-amino-4, 7-dichloro-2-oxo-indol-3-yl) -3-hydroxy-1,4-naphthoquinone (300mg, 77%),

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; Zhejiang University of Technology; Song, Qingbao; Che, Fengfeng; Zhang, Peng; Shen, Tian Hua; (10 pag.)CN104030966; (2016); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 18711-13-2, name is 4,7-Dichloroindoline-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. Quality Control of 4,7-Dichloroindoline-2,3-dione

Example II-87: (5-Hydroxy-1H-pyrazol-3-yl)-acetic acid [(3Z)-4,7-dichloro-2-oxo-1,2-dihdyro- indol-3-ylidene]-hydrazide (06I6L (5-HYDROXY-1H-PYRAZOL-3-YL3-ACETIC acid hydrazide (56 mg, 0. 36 mmol) and the isatin (45 mg, 0.30 mmol) were suspended in absolute ethanol (-2-5 mL) in A closed vial and stirred in a 110 C oil bath for 2 days and, if needed, an additional 2 h at 150 C. The warm reaction mixture was evaporated with a stream of nitrogen to about one-fourth volume and acetic acid (-1-3 mL) was added and warmed to partially dissolve the solids. After cooling, the yellow solids were collected and washed with ethanol, and dried. This process was repeated if necessary. [0617] 1HNMR (400 MHz, D6-DMSO) o 12.60 (s, 1 H), 11.85 (s, 1 H), 11.5 (br s, 1 H), 9.5 (br s, 1 H), 7.44 (d, 1 H), 7.16 (d, 1 H), 5.40 (s, 1H), 4.0 (br s, 2H); LCMS-APCI m/z 354 [M+1] +.

The synthetic route of 4,7-Dichloroindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUGEN, INC.; WO2005/5378; (2005); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 18711-13-2, name is 4,7-Dichloroindoline-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. Quality Control of 4,7-Dichloroindoline-2,3-dione

Example II-87: (5-Hydroxy-1H-pyrazol-3-yl)-acetic acid [(3Z)-4,7-dichloro-2-oxo-1,2-dihdyro- indol-3-ylidene]-hydrazide (06I6L (5-HYDROXY-1H-PYRAZOL-3-YL3-ACETIC acid hydrazide (56 mg, 0. 36 mmol) and the isatin (45 mg, 0.30 mmol) were suspended in absolute ethanol (-2-5 mL) in A closed vial and stirred in a 110 C oil bath for 2 days and, if needed, an additional 2 h at 150 C. The warm reaction mixture was evaporated with a stream of nitrogen to about one-fourth volume and acetic acid (-1-3 mL) was added and warmed to partially dissolve the solids. After cooling, the yellow solids were collected and washed with ethanol, and dried. This process was repeated if necessary. [0617] 1HNMR (400 MHz, D6-DMSO) o 12.60 (s, 1 H), 11.85 (s, 1 H), 11.5 (br s, 1 H), 9.5 (br s, 1 H), 7.44 (d, 1 H), 7.16 (d, 1 H), 5.40 (s, 1H), 4.0 (br s, 2H); LCMS-APCI m/z 354 [M+1] +.

The synthetic route of 4,7-Dichloroindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUGEN, INC.; WO2005/5378; (2005); A2;,
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. 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, A new synthetic method of this compound is introduced below., Quality Control of 4,7-Dichloroindoline-2,3-dione

General procedure: To a solution of C3-beta-cholestrylcarboxylate (4) (1 mmol) in aqueousmethanol (20 mL), sarcosine (2) (1 mmol) and a mixture of varioussubstituted isatin (1a-f)/acenapthenequinone (7)/ninhydrin (9)(1 mmol) stirred for 1-2 h at reflux temperature. After the completionof reaction as indicated by TLC, methanol was evaporated under reducedpressure. The crude product was purified by column chromatographyusing hexane:EtOAc (7:3) as eluent.

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; Periyasami, Govindasami; Kamalraj, Subban; Padmanaban, Ramanathan; Yeswanth Kumar, Santhakumar; Stalin, Antony; Arumugam, Natarajan; Suresh Kumar, Raju; Rahaman, Mostafizur; Durairaju, Periyan; Alrehaili, Abdulaziz; Aldalbahi, Ali; Bioorganic Chemistry; vol. 88; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 18711-13-2 as follows. Product Details of 18711-13-2

General procedure: Sulfonated-beta-cyclodextrin (beta-CD-SO3H) (76 mg, 0.06 mmol) was dissolved in water (5 mL) at RT by stirring to get the clear solution in 50 mL round bottom ask. Further, isatin 2 (0.31 mmol) and tryptamine 1a/isotryptamine 1b (0.31 mmol) were added to the solution under constant stirring and mixture was heated at 80 C for 8-12 h. The progress of the reaction was monitored by TLC. After completion of reaction, it was cooled to room temperature, water was added to it. The aqueous phase was extracted with ethylacetate. The organic extracts were combined, washed with brine and dried over sodium sulfate. The solvent was evaporated in vacuo and the crude product obtained was puried by column chromatography using chloroform/methanol (99:1) as an eluent furnishing the product. The spectral and analytical data of all the reported products is consistent with the previous (6c,d,f) reports.

According to the analysis of related databases, 18711-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Urmode, Tukaram D.; Dawange, Monali A.; Shinde, Vaishali S.; Kusurkar, Radhika S.; Tetrahedron; vol. 73; 30; (2017); p. 4348 – 4354;,
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. 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4,7-Dichloroindoline-2,3-dione

General procedure: alpha-Isothiocyanato imide 2c (10.7 mg, 0.050 mmol) and catalyst 6d (2.8 mg, 0.005 mmol, 10 mol %) were dissolved in diethyl ether (1.0 mL) in a glass vial while stirring. Isatin 1a (8.8 mg, 0.060 mmol) was added and the mixture was further stirred at room temperature for 2 h. The reaction progress was monitored by TLC analysis. Upon completion, the solvent was removed under reduced pressure and the crude product was purified by flash column chromatography on silica gel (1:1 hexane/ethyl acetate) to give the desired product.

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 18711-13-2.

Reference:
Article; Guang, Jie; Zhao, Cong-Gui; Tetrahedron Asymmetry; vol. 22; 11; (2011); p. 1205 – 1211;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, 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 18711-13-2, Product Details of 18711-13-2

General procedure: To the stirred solution of beta-keto ester 2(aei) (1.0 mmol) and DABCO (30 mol %) in 5 mL THF was added isatin 1(aeh) (1 mmol).The mixture was then stirred at room temperature for stipulated time (5-8 h). After completion of reaction as indicated by TLC, thesolvent was removed at reduced pressure on a BUCHI rotary evaporator. The residue was then purified by column chromatography on silica gel (hexane/ethyl acetate4:1 to 1:1) to afford thedesired product 3(a-w).

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, 4,7-Dichloroindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Thakur, Pramod Bhagwan; Sirisha, Katukuri; Sarma, Akella Venkata Subrahmanya; Nanubolu, Jagadeesh Babu; Meshram, Harshadas Mitaram; Tetrahedron; vol. 69; 31; (2013); p. 6415 – 6423;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem