Category: indolines-derivatives

Related Products of 71294-07-0, The chemical industry reduces the impact on the environment during synthesis 71294-07-0, name is 5,6-Difluoroindolin-2-one, I believe this compound will play a more active role in future production and life.

Step 1 5,6-difluoro-3-methyl-1,3-dihydro-indol-2-one 1.5 g (9.0 mmol) 5,6-difluoro-1,3-dihydro-indol-2-one were stirred with 1.0 g Raney nickel in 50 mL methanol 3 h at 200 C. in an autoclave. The catalyst was filtered off and the filtrate was concentrated to dryness by rotary evaporation. Yield: 1.6 g (99% of theory) ESI-MS: m/z=184 (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, 5,6-Difluoroindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/195954; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 5332-26-3, These common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-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.

General procedure: The vacuum dried intermediate 3 (0.002 mol) was then reacted with mono- and di-substituted benzoic acids (0.003 mol) separately in presence of anhydrous potassium carbonate (0.003 mol) in DMF (10 mL). The reaction mixture was stirred at room temperature for about 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured into ice-cold water and allowed stir for 10 min. The solid obtained was filtered and washed successively with distilled water and recrystallized from ethanol to obtain4(a-n).

Statistics shows that 2-(Bromomethyl)isoindoline-1,3-dione is playing an increasingly important role. we look forward to future research findings about 5332-26-3.

Reference:
Article; Kumar, C.S. Chidan; Loh, Wan-Sin; Chandraju, Siddegowda; Win, Yip-Foo; Tan, Weng Kang; Quah, Ching Kheng; Fun, Hoong-Kun; PLoS ONE; vol. 10; 3; (2015);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 100510-65-4, 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. 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

C. 6-(7-(3-Chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-ylamino)-3,3-dimethylindolin-2-one A mixture of the 4-chloro-7-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (50 mg, 0.18 mmol), 6-amino-3,3-dimethylindolin-2-one (63 mg, 0.36 mmol), and acetonitrile (3 mL) was heated in a sealed tube via at 180 C. for 60 min. The mixture was treated with EtOAc (50 mL) and sat. aq. solution of NaHCO3. The organic layer was separated and washed with brine, dried (Na2SO4), and evaporated. The residue was purified by flash chromatography over silica gel to give a light yellow solid (50 mg). MS: M+H=421.6 & 423.5 (M+1) 1H NMR (DMSO-d6) delta 10.33 (s, 1H), 8.44 (s, 1H), 8.41 (s, 1H), 8.24 (dd, J=4.8, 1.6 Hz, 1H), 7.86 (dd, J=8.0, 1.6 Hz, 1H), 7.38 (d, J=1.6 Hz, 1H), 7.24-7.18 (m, 2H), 7.03 (dd, J=8.0, 4.8 Hz, 1H), 4.35 (s, 2H), 3.67 (t, J=5.6 Hz, 2H), 2.81 (t, J=5.6 Hz, 2H), 1.24 (s, 6H).

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, 6-Amino-3,3-dimethylindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kelly, Michael G.; Janagani, Satyanarayana; Wu, Guoxian; Kincaid, John; Lonergan, David; Fang, YunFeng; Wei, Zhi-Liang; US2005/277643; (2005); 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. 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, A new synthetic method of this compound is introduced below., COA of Formula: C9H7NO3

General procedure: A solution of 9a-d (2 mmol), EDCI (3 mmol) and HOBt (3 mmol) in dry DCM (20 mL) was stirred at 0C for 3.5 h. Then different substituted amines (2.2 mmol) and DIPEA (4 mmol) were added and the reaction was stirred at r.t. for another 1.5 h. The organic layer was washed with water and brine and dried over Na2SO4. Removal of the solvent gave a residue that was purified by column chromatography (silica gel, CH2Cl2-MeOH 100: 1 as an eluent) to furnish 10a-n as white solids.

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; Guo, Jing; Zhu, Mingyue; Wu, Tianxiao; Hao, Chenzhou; Wang, Kai; Yan, Zizheng; Huang, Wanxu; Wang, Jian; Zhao, Dongmei; Cheng, Maosheng; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3500 – 3511;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7147-90-2, name is 5-Chloroisoindoline-1,3-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 7147-90-2, Application In Synthesis of 5-Chloroisoindoline-1,3-dione

Protected with nitrogen, cooled to 0 C in an ice bath, added 1.0 g (5.5 mmol) of 5-chloroimphthalate to the reaction flask, added 30 ml of DCM, and contained 1.3 g (8.62 mmol) of n-butylmagnesium bromide. THF solution (8ml) was added dropwise to the reaction flask, and the reaction was performed in an ice bath for 1.5 hours. TLC showed no reaction. The temperature was raised to room temperature, and 1.5 equivalents of n-butyl magnesium bromide Grignard reagent were added. The reaction was performed for 2.5 hours. The reaction was shown to be complete. The reaction wasquenchedwith saturated NH4Cl, extracted with DCM, dried, concentrated, and subjected to silica gel column chromatography. A mixture of ethyl acetate and petroleum ether was used as the eluent (the volume ratio of ethyl acetate and petroleum ether was 1: 1), to obtain a mixture of 3-n-butyl-5-chloro-3-hydroxyisoindolin-1-one and 3-n-butyl-6-chloro-3-hydroxyisoindolin-1-one, Yield 45.5%,

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

Reference:
Patent; Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.; Fu Jiasheng; Chen Xing; Yang Youzhe; Chen Xiaogang; Chen Jiachang; Sun Jingxiong; Gan Man; Guo Peng; (41 pag.)CN110563631; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 3676-85-5, A common heterocyclic compound, 3676-85-5, name is 5-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.

Example 98 N-(1,3-Dioxo-2,3-dihydro-1H-5-isoindolyl)-N’-(2,3,4,5,6-pentafluorobenzyl)urea Diphenylphosphoryl azide (248 mg, 0.90 mmol, 1.2 eq) and triethylamine (91 mg, 0.90 mmol, 1.2 eq) were added to a solution of 2,3,4,5,6-pentafluorophenylacetic acid (158 mg, 0.75 mmol) in toluene, and the mixture was stirred at 110C for 60 min. Thereafter, 4-aminophthalimide (59 mg, 0.75 mmol, 1.0 eq) and a minor amount of DMF were added thereto, and the mixture was stirred at 110C for 2.5 hr. After the completion of the reaction, water and ethyl acetate were added thereto, and the precipitated crystal was collected by filtration and was washed with ethyl acetate to give the title compound as a crystal (12 mg, 7.0%). MS m/z: 385 1H-NMR delta: 4.45 (2H, d, J = 5.12 Hz), 7.07 (1H, t, J = 5.98 Hz), 7.58 (1H, dd, J = 1.71, 8.05 Hz), 7.66 (1H, d, J = 8.05 Hz), 7.97 (1H, d, J = 1.95 Hz), 9.30 (1H, s), 11.09 (1H, s)

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

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1256574; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 317-20-4, 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. 317-20-4, name is 7-Fluoroisatin, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 2-amino benzophenone (1 mmol), corresponding isatin or aldehyde (1 mmol) and ammonium acetate (2 mmol) in ethanol (5 mL) was stirred at room temperature. The progress of reaction was monitored by TLC. After completion of the reaction ice-cold water was added and stirred for a while. The solid product obtained was filtered and washed with water. This was further purified by crystallization from ethanol or by short column chromatographyon silica gel using ethyl acetate-petroleum ether as the eluent.

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

Reference:
Article; Kamal, Ahmed; Babu, Korrapati Suresh; Chandrasekhar, Cheemalamarri; Nagaraju, Burri; Visweswara Sastry; Ganesh Kumar; Tetrahedron Letters; vol. 56; 46; (2015); p. 6373 – 6376;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 25369-33-9, name is 7-Chloroindolin-2-one, 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 25369-33-9, Quality Control of 7-Chloroindolin-2-one

Example 24; Preparation of (Z)-3-(azulen-1-ylmethylene)-7-chloroindolin-2-one(042); 0.3519g 7-chlorooxindole (0.0021mole) and 0.323g azulene aldehyde (0.0021mole) were dissolved in 30mL dried ethanol. 1.5mL pyrrolidine (1M) was then added and uniformly stirred at reflux temperature for two hours. After removal of dried ethanol, the results were extracted by dichloromethane and citric acid aqueous solution. The organic layer was collected, dried with anhydrous magnesium sulfate, filtered, concentrated under vacuum, and separated by silica gel column chromatography to give Z-form Compound 042 (0.3693g). The total weight of 7-chlorooxindole-azulene was 0.3693g (57.56%). 042 (500 MHz, DMSO-d6) delta (ppm) 10.89 (s, 1H), 9.75 (d, J=4.5 Hz, 1H), 9.25 (d, J=10.0 Hz, 1H), 8.57 (d, J=10.0 Hz, 1H), 8.48 (s, 1H), 7.97 (d, J=7.5 Hz, 1H), 7.94 (t, J=10.0 Hz, 1H), 7.61 (t, J=10.0 Hz, 1H), 7.60 (d, J=4.5 Hz, 1H), 7.55 (t, J=10.0 Hz, 1H), 7.20 (d, J=7.5 Hz, 1H), 7.03 (d, J=7.5 Hz, 1H). LC-MS (m/z) 306 [M+1].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Industrial Technology Research Institute; EP1918277; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 317-20-4, These common heterocyclic compound, 317-20-4, name is 7-Fluoroisatin, 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: A mixture of isatins 1 (1 mmol), substituted 1H-pyrazol-5-amine 2 (1 mmol), 6-aminopyrimidine-2,4(1H,3H)-dione 3 or 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 5 (1 mmol), H2O(6 mL), and HOAc (2 mL) was placed in a 25-mL flask andstirred at 90 C (monitored by thin layer chromatography (TLC)) for about 7 h. Afterreaction completion, the mixture was cooled to room temperature and the precipitateobtained by filtration. Compounds 4 or 6 were further purified by recrystallizationfrom DMF.

Statistics shows that 7-Fluoroisatin is playing an increasingly important role. we look forward to future research findings about 317-20-4.

Reference:
Article; Dai, Lei; Mao, Kaimin; Pan, Zhengbing; Rong, Liangce; Research on Chemical Intermediates; vol. 45; 2; (2019); p. 769 – 788;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-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. SDS of cas: 3891-07-4

Compound 5 (28.29 g, 167.4 mmol) and DMA (65 mL) were added to compound 4 (20.00 g, 104.6 mmol) and stirred.After warming the reaction solution to 40 C., sodium tert-butoxide (15.09 g, 157.0 mmol) was slowly added.The reaction solution was stirred at 40 C for 3 hours and then cooled to 20 C.Acetic acid (3.14 g) and 10% saline (64 g) were added to the reaction solution,And extracted twice with ethyl acetate (60 mL). Water (144 mL) was added to the organic layer and the mixture was cooled to 0 C.The resulting pale yellowish white precipitate was collected by filtration.The resulting solid was washed with a mixture of methanol (5.4 g) and water (48.6 g)And dried to obtain Compound 6 (20.44 g, yield 78%) as a pale yellowish white solid.

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

Reference:
Patent; SHIONOGI & COMPANY LIMITED; SHIBAHARA, SETSUYA; FUKUI, NOBUAKI; MAKI, TOSHIKATSU; (38 pag.)JP6212678; (2017); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem