Month: January 2021

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. 56341-37-8, name is 6-Chlorooxindole, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

EXAMPLE 1a Preparation of intermediate E/Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one To the mixture of 6-chlorooxindole (16.2 g, 92 mmol) (Crescent) and 3-chloro-benzaldehyde (12.9 g, 92 mmol) (Aldrich) in methanol (109 mL) was added pyrrolidine (6.55 g, 92 mmol) (Aldrich) dropwise. The mixture was then heated at 70 C. for 3 h. After cooled to 4 C., the mixture was filtered and resulting precipitate was collected, dried to give a mixture of E/Z-6-chloro-3-(3-chloro-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid (Yield 25.2 g, 95%).

According to the analysis of related databases, 56341-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ding, Qingjie; Jiang, Nan; Yang, Song; Zhang, Jing; Zhang, Zhuming; US2009/156610; (2009); A1;,
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 3335-98-6 as follows. Safety of 1-Phenyloxindole

A typical procedure: Tf2O (203 mg, 0.72 mmol) in CH2Cl2 (5 mL) were added at room temperature to a solution of azulene (1) (67 mg, 0.52 mmol) and 2-indolinone (101 mg, 0.76 mmol) in CH2Cl2 (15 mL). The resulting solution was stirred at the same temperature for 2.5 hours. The reaction mixture was poured into a 2 M K2CO3 solution, extracted with AcOEt, washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel with hexane/AcOEt (10:1) as an eluent to give 1-(indol-2-yl)azulene (2) (113 mg, 89%) as green crystals.

According to the analysis of related databases, 3335-98-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shoji, Taku; Inoue, Yuta; Ito, Shunji; Tetrahedron Letters; vol. 53; 12; (2012); p. 1493 – 1496;,
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. 5394-18-3, name is 2-(4-Bromobutyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Product Details of 5394-18-3

Preparation of l-Cyclohexyl-N-(4-(4-(6-nitropyridin-2-yl)piperazin-l- yl)butyl)methane-sulfonamide (Method A)N-(2-Bromobutyll)-phthalimide (2.82 g, 10 mmol) was dissolved in acetonitrile (6 mL) and 1-Boc-piperazine (1.82 g, 10 mmol) then diisopropylethylamine (1.87 mL, 10.74 mmol) were added at ambient temperature. The reaction mixture was split into two 10 mL microwave glass tubes then heated at 130 C for 15 min in the microwave oven.TLC (ethyl acetate/petrol 1: 1) showed a small amount of starting materials still present and a major product. The reaction mixture was evaporated to dryness and the yellow residue was dissolved in dichloromethane (20 mL) and washed with 10% aqueous potassium carbonate (30 mL), then the aqueous layer was washed twice with dichloromethane (10 mL). The organic layers were combined then evaporated to dryness to give a yellow oil which was purified by chromatography on silica gel (50 g) using 5-100% ethyl acetate in petrol gradient to at a flow of 40 mL/min to give the product as a white solid 3.1 g (80%).LCMS: calcd for C21H29N3O4 387.2; found 388.2 [M+H] .

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; GE HEALTHCARE LIMITED; MEDI-PHYSICS, INC.; NEWINGTON, Ian, Martin; WYNN, Duncan George; NAIRNE, Robert James Domett; GUILBERT, Benedicte; MANDAL, Subrata; JINTO, Jose; VARADARAJAN, Sunderaraman; RANGASWAMY, Chitralekha; BETTS, Helen; DAVIS, Rebecca; WO2011/150183; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

954-81-4, name is N-(5-Bromopentyl)phthalimide, 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. category: indolines-derivatives

To a stirred solution of compound 14-k (80 g, 0.27 mol) in DMF (745 mL) was added potassium thioacetate (34 g, 0.29 mol) portion wise over 20 min at room temperature. After complete addition, the reaction mixture was stirred at room temperature for 30 min. Reaction progress was monitored by TLC; after completion the reaction mixture was quenched with ice-cold water (1 L) and stirred for 1 h. The resultant precipitate was filtered, washed with water (500 mL) and dried in vacuo to afford 15-k as an off-white solid (75 g, 95%).1H NMR (400 MHz, CDC13): delta 7.84 (dd, J= 5.5 Hz, 3.0 Hz, 2H), 7.71 (dd, J= 5.5 Hz, 3.1 Hz, 2H), 3.67 (t, J= 7.3 Hz, 2H), 2.85 (t, J= 7.3 Hz, 2H), 2.30 (s, 3H), 1.73-1.65 (m, 3H), 1.64-1.57 (m, 1H), 1.46-1.37 (m, 2H);LC-MS: 292.2 (M++l).

The synthetic route of 954-81-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CV6 THERAPEUTICS (NI) LIMITED; SPYVEE, Mark; LADNER, Robert, D.; (244 pag.)WO2018/98208; (2018); 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. 78610-70-5, name is 2-Oxoindoline-3-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 78610-70-5

General procedure: 4-Chloro-2-(methylthio)pyrimidine-5-carbohydrazide (2.2 mmol) was heated with ethanol (10 mL) and a few drops of glacial acetic acid. Substituted aldehyde (2.2 mmol) was added on the mixture and refluxed for 4 h. The reaction was finalized by thin layer chromatography control. The precipitate was filtered, dried and purified with methanol.

According to the analysis of related databases, 78610-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Akda?, Kadryi?Ye; Uenal, Goekhan; Tok, Fati?H; Aricio?lu, Feyza; Edi?P Temel, Hali?De; Kocyi??i?T-Kaymakcio?lu, Bedi?A; Acta poloniae pharmaceutica; vol. 75; 5; (2018); p. 1147 – 1159;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 102359-00-2, These common heterocyclic compound, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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.

Step A: (3Z)-1-Acetyl-3-(ethoxymethylene)-2-oxoindoline-5-carboxylic acid A mixture of 2-oxoindoline-5-carboxylic acid (5.221 g, 29.50 mmol) and triethylorthoformate (13.320 g, 90 mmol) in acetic anhydride (75 mL) were stirred at 100 C for 8 h. The solvent was removed under reduced pressure. The residue was stirred with i-Pr2O (250 mL) for 2 h to give a solid, which was filtered and washed with i-Pr2O to provide (3Z)-1-acetyl-3-(ethoxymethylene)-2-oxoindoline-5-carboxylic acid (4.8 g, 59%): NMR (300 MHz, DMSO-d6) delta ppm: 12.6 (bs,1H), 8.17 (d,1H), 8.15 (s,1H), 8.05 (d,1H), 7.87 (dd,1H), 4.54 (q,2H), 2.62 (s,3H), 1.41 (t,3H); tR: 3.17 min; MS (ESI): m/z (M+H)+ 276; (M+H)- 274.

The synthetic route of 102359-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; Oerfi, Zoltan; EP2837626; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 3676-85-5, These common heterocyclic compound, 3676-85-5, name is 5-Aminoisoindoline-1,3-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 solution of intermediate compound 3 (0.037 mol) in 20 ml of concentrated hydrochloric acid was added slowly to a solution of sodium nitrite (0.039 mol) in 15 ml of water under ice-cooling. The temperature of the control solution was not more than 5 C. After adding, the mixture was stirred for 30 minutes under ice bath, and the insoluble matter was filtered off. The filtrate was slowly added to a mixture of cuprous chloride (0.3737 mol) in 10 ml of concentrated hydrochloric acid, stirred and added at 70 C until no more bubbles were allowed to stand for 12 hours, filtered to give a yellow solid,The filter cake was washed with water and recrystallized from ethanol to give intermediate 4 as a yellow solid in 58.6% yield

The synthetic route of 3676-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong University; Zhao Guisen; Liu Yang; Geng Jingkun; Li Yijing; (15 pag.)CN104447496; (2017); B;,
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 16800-68-3 as follows. Formula: C10H9NO2

General procedure: A 10 mL glass tube equipped with a stirring bar was charged with the isatin-derived N-Boc ketimine 1 (0.44 mmol, 1.2 equiv), the N-acetylindolin-3-one 2 (0.4 mmol, 1.0 equiv), catalyst 4o (0.02 mmol, 2 mol%) and CH2Cl2 (4.0 mL). The resulting solution was stirred at r.t. for the indicated time. The solvent was then evaporated to give the crude product, which was directly purified by flash chromatography (n-pentane/EtOAc, 4:1 to 1:1) to provide the desired products 3a-t.

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; Gajulapalli, V. Pratap Reddy; Jafari, Ehsan; Kundu, Dipti S.; Mahajan, Suruchi; Peuronen, Anssi; Rissanen, Kari; Enders, Dieter; Synthesis; vol. 49; 22; (2017); p. 4986 – 4995;,
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. 4702-13-0, name is N-Phthaloylglycine, A new synthetic method of this compound is introduced below., COA of Formula: C10H7NO4

(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;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 59-48-3, 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. 59-48-3, name is Indolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-2-oxindole 2-Oxindole (1.3 g) in 20 mL acetonitrile was cooled to -10 C. and 2.0 g N-bromosuccinimide was slowly added with stirring. The reaction was stirred for 1 hour at -10 C. and 2 hours at 0 C. The precipitate was collected, washed with water and dried to give 1.9 g (90% yield) of the title compound.

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

Reference:
Patent; SUGEN, Inc.; US2003/69421; (2003); A1;; ; Patent; Pharmacia Corporation; US2003/216410; (2003); A1;; ; Patent; Sugen, Inc.; US6051593; (2000); A;; ; Patent; Tang, Peng Cho; Miller, Todd A.; Li, Xiaoyuan; Sun, Li; Wei, Chung Chen; Shirazian, Shahrzad; Liang, Congxin; Vojkovsky, Tomas; Nematalla, Asaad S.; Hawley, Michael; US2002/156292; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem