Author: Jessica.F

Application of 104618-32-8, 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. 104618-32-8, name is 2-(4-Oxocyclohexyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 4 3-Amino-6-bromo-1,2,3,4-tetrahydrocarbazole hydrochloride Reaction of 4-bromophenylhydrazine hydrochloride (4.0 g, 18.1 mmol) with 4-phthalimido-cyclohexanone (4.39 g, 18.1 mmol) in refluxing n-butanol for 20 min, followed by cooling, filtration, and evaporation of the filtrate to dryness yielded 3-phthalimido-6-bromo-1,2,3,4-tetrahydrocarbazole as an orange solid (7.45 g).

The synthetic route of 2-(4-Oxocyclohexyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham P.L.C.; US5464864; (1995); A;,
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 17630-75-0 as follows. Quality Control of 5-Chloro-2-oxindole

A mixture of 5-chlorooxindole (6.98 g, 41.6 mmol), 3,5-dimethyl-1H-pyrrole-2-carboxaldehyde (5.12 g, 41.6 mmol) and piperidine (410 muL, 4.16 mmol) in 200 mL of EtOH was heated at reflux for 8 h. The reaction mixture was cooled to room temperature and filtered to give the title compound (4.50 g, 40%) as a red/orange solid.

According to the analysis of related databases, 17630-75-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan, Inc.; US2004/102509; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, 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. name: 5-Methoxyindolin-2-one

General procedure: To a solution of 4-(4-(hydrazinecarbonyl)-5-phenyl-1H-pyrazol-1-yl)benzenesulfonamide (10) (10 mmol, 0.36 g) in 20 mL ethanol, 10 mmol of 5-(un)substituted isatin or N-benzyl isatin was added followed by catalytic amount of acetic acid (0.5 mL). The reaction mixture was refluxed for 1 h. The formed precipitate, in case of 11a-e, was filtered, washed with hot ethanol and recrystallizedf rom DMF/ EtOH to give the targeted compounds 11a-e. Concerning compound 11f, the precipitate formed after cooling was filtered and recrystallized from DMF/ EtOH. 4.1.5.4 4-(4-(2-(5-Methoxy-2-oxoindolin-3-ylidene)hydrazine-1-carbonyl)-5-phenyl-1H-pyrazol-1-yl)benzenesulfonamide (11d) Orange powder, 81% yield; mp > 300 C. IR (KBr) numax/cm-13414-3190 (NH2, NH), 1722-1690 (C=O), 1512 (C=N), 1322, 1156 (SO2). 1H NMR (DMSO-d6, 300 MHz) delta 3.77 (s, 3H, OCH3), 6.81 (dd, 1H, J = 11.4, 8.6 Hz, H-7 of isatin), 6.91-7.08 (m, 1H, Ar-H), 7.30-7.43 (m, 6H, Ar-H), 7.45 (s, 2H, SO2NH2, D2O exchangeable), 7.80 (d, 2H, J = 8.7 Hz, Ar-H), 8.34, 8.49 (2s, 1H, H-3 of pyrazole), 10.55, 11.02 (2s, 1H, NH isatin, D2O exchangeable), 11.31, 13.12 (2s, 1H, NH hydrazone, D2O exchangeable). 13C NMR (DMSO-d6, 75 MHz) delta 55.58, 105.73, 110.91, 111.91, 112.39, 115.65, 118.23, 120.46, 125.74, 126.50, 128.29, 129.23, 130.23, 135.90, 137.35, 141.14, 142.19, 143.31, 154.45, 155.32, 162.60, 164.74. MS m/z [%] 516 [M+, 7.62], 326 [100]. Anal. Calcd for C25H20N6O5S (516.53): C, 58.13; H, 3.90; N, 16.27; S, 6.21. Found: C, 58.30; H, 3.96; N, 16.38; S, 6.32.

The synthetic route of 5-Methoxyindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ibrahim, Hany S.; Abou-Seri, Sahar M.; Tanc, Muhammet; Elaasser, Mahmoud M.; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 583 – 593;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 20780-77-2, 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. 20780-77-2 name is 6-Iodoindoline-2,3-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.

Method IAccording to this method Examples 1-14 and 22-24 were prepared. The indirubin derivatives are prepared according to Russel G. A., Kaupp G. (1969), J. Am. Chem. Soc., 91, pages 3851-3859. ; Example 1 6-iodo-indirubinYield: 68%, fine deep-purple powderCHN-analysis: C16H9IN2O2 (MW: 388.16 g/mol) calc.: 49.5%; C, 2.3%; H, 7.2%; N. found: 49.3%; C, 2.1%; H, 7.1%; N.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Iodoindoline-2,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; Faustus Forschungs Cie. Translational Cancer Research GmbH; US6987092; (2006); 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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

To a stirred solution of compound 109 (0.5 g, 1.67 mmol) in DMF( 40 mL) at O0C was added etaOBt (0.34 g, 2.5 mmol), triethylamine (0.94 mL, 6.68 mmol), ECDI etaC1 (0.48 g, 2.5 mmol) and compound 303 (0.44 g, 2.0 mmol) successively. The mixture was stirred overnight at room temperature, evaporated, diluted with water (50 mL), brine (50 mL) and saturated aqueous sodium bicarbonate(50 mL). The peta of solution was adjusted to 11-12 with 1OM NaOH. The mixture was filtered, washed with water, dried to obtain desired product 304 as a yellow solid (630 mg, 75%). LCMS: 504 [M+l]+, 1H NMR (DMSO-J6): delta 2.39 (s, 3H), 2.41 (s, 3H), 3.59 (m, 2H), 3.69 (s, 3H), 4.15 (t, J= 4.5 Hz, 2H), 6.45 (d, IH), 6.94 (m, 4H), 7.65 (m, 6H), 10.87 (s, IH), 13.66 (s, IH).

The synthetic route of 356068-93-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURIS, INC.; WO2008/33747; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 423116-18-1, 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. 423116-18-1, name is 2-(4-Oxocyclohexylmethyl)isoindole-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

3-tert-Butyl-11-phthalimidomethyl-7,14,15-trioxadispiro[5.1.5.2]pentadecane (OZ384). A solution of O-methyl 4-tert-butylcyclohexanone oxime (2.74 g, 15 mmol) and 4-phthalimidomethylcyclohexanone (2.57 g, 10 mmol) in cyclohexane (100 ml) and CH2Cl2 (100 ml) was treated with ozone according to the general procedure. The reaction mixture was concentrated, triturated with ethanol (50 ml), and filtered. The cake was purified by flash chromatography (silica gel, 10% EtOAc in hexanes) to afford trioxolane OZ384 (0.41 g, 10%) as a colorless solid. mp 175 C. dec; 1H NMR (500 MHz, CDCl3) delta0.86 (s, 9H), 0.94-1.05 (m, 1H), 1.21-1.42 (m, 4H), 1.47-2.02 (m, 13H), 3.56 (d, J=7.3 Hz, 2H), 7.70-7.74 (m, 2H), 7.81-7.87 (m, 2H); 13C NMR (125.7 MHz, CDCl3) delta24.50, 27.66, 27.81, 32.29, 33.43, 34.54, 35.59, 43.10, 47.23, 108.74, 108.89, 123.24, 132.00, 133.92, 168.53. Anal. Calcd for C25H33NO5: C, 70.23; H, 7.78; N, 3.28. Found: C, 70.46; H, 7.90; N, 3.43.

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, 2-(4-Oxocyclohexylmethyl)isoindole-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDICINES FOR MALARIA VENTURE MMV; US2005/256185; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 675109-26-9, name is 6-Bromoisoindolin-1-one, 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. name: 6-Bromoisoindolin-1-one

6-(4-Hydroxy-but-1-ynyl)-2,3-dihydro-isoindolin-1-oneTo a mixture of 6-Bromo-2, 3-dihydro-isoindolin-1-one (3Og, 0.14mole), bis (triphenylphosphine) palladium dichloride (5 g, 0.007 mole), CuI (2.6 g, 0.01 mole), dry Et3N (700 mL) in dry DMF (700 mL) was added 3-butyn-1-ol (21.3 mL, 0.28 mole) slowly drop- wise. The reaction mixture was bubbled with argon for 20 min and heated at 100 C for 24 h. The solvent was evaporated and the crude residue was washed with DCM (100 mL), filtered and dried to 6-(4-Hydroxy-but-1-ynyl)-2,3-dihydro-isoindolin-1-one as a pale grey solid (24 g, 85%). 1H-NMR (DMSO-d6, 300 MHz): delta 8.6 (1H1 s), 7.5-7.6 (2H, d), 7.5 (1H,s), 4.9 (1H, t), 4.3 (2H1 s), 3.6-3.7 (2H, t), 2.4-2.6 (2H, t); MS: M+1: 202 (201)

The synthetic route of 6-Bromoisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/20306; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 39603-24-2, name is 5,7-Dimethylindoline-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 39603-24-2, Recommanded Product: 39603-24-2

General procedure: An equimolar mixture of dipolarophile 1/7 (1 mmol), isatin 2a-e/acenaphthenequinone 11 (1 mmol) and sarcosine 3/1,3-thiazolane-4-carboxylic acid 5 (1 mmol) in 2,2,2-trifluoroethanol (10 ml) was refluxed forthe appropriate time (30-40 min). After completion of the reaction asindicated by (TLC), the solid precipitates were filtered and washed withethanol to furnish pure corresponding dispiropyrrolidine/thiapyrrolizidinederivatives. Synthesized compounds were well characterized by 1H NMR, 13CNMR, Mass and single crystal X-ray analysis of representative compounds.

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, 5,7-Dimethylindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dandia, Anshu; Singh, Ruby; Khan, Shahnawaz; Kumari, Sukhbeer; Soni, Pragya; Tetrahedron Letters; vol. 56; 30; (2015); p. 4438 – 4444;,
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. 334952-09-9, name is 2-Oxoindoline-6-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 334952-09-9

2a III 2-04 Intermediate 2a (3.3g) and 2-aminophenol (2g) are added to polyphosphoric acid (2Og) and heated to 150C for 2 hours. The reaction is then cooled to room temperature and then poured onto ice. The mixture is then neutralized with concentrated ammonia. The resulting precipitate is collected via filtration and then dissolved in DCM:EtOH (9:1). The resulting EPO solution is dried over Na2SO4, filtered and the solvent is removed in vacuo to yield the desired compound III (660mg).

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 334952-09-9.

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

317-20-4, name is 7-Fluoroisatin, 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. Formula: C8H4FNO2

General procedure: The mixture of substituted isatins 1 (1 mmol), phthalic anhydride or succinic anhydride 2 (1 mmol), 1,3-dimethylurea (1,3-diethylurea) 3 (1.5 mmol), p-TSA?H2O (0.2 mmol), and CH3CN (3 mL) was put in a 25 mL flask and reacted under 80 C (monitored by TLC) about 5 h. After completion, the reaction the mixture was cooled to room temperature and the precipitate was obtained by filtration. Compound 4 was purified by recrystallization from EtOH.

The synthetic route of 317-20-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Lei; Xu, Hui; Yan, Lirong; Xu, Zhongyun; Ling, Zhi; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron Letters; vol. 58; 25; (2017); p. 2468 – 2474;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem