Month: June 2021

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

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

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

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

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

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 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

Adding a certain compound to certain chemical reactions, such as: 2058-74-4, name is 1-Methylisatin, 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 2058-74-4, Computed Properties of C9H7NO2

A solution of N-methylisatin (322 mg, 2.0 mmol), indole (234 mg, 2.0 mmol), and K2CO3 (138 mg, 1.0 mmol) in aqueous DMF (H2O/DMF, 2:1, 5.0 mL) was heated to 50 oC for 3 h. After aqueous extractive workup and column chromatographic purification process (n-hexane/EtOAc, 1:1), 3-hydroxy-3-(1H-indol-3-yl)-1-methylindolin-2-one was obtained as a white solid, 440 mg (79%).1-4 To a stirred solution of 3-hydroxy-3-(1H-indol-3-yl)-1-methylindolin-2-one (278 mg, 1.0 mmol) in DMF (3.0 mL) was added t-BuOK (125 mg, 1.1 mmol) and iodomethane (158 mg, 1.1 mmol) successively at 0 oC. The reaction mixture was stirred at room temperature for 2 h. After aqueous extractive workup and column chromatographic purification process (n-hexane/EtOAc, 3:1), 3-hydroxy-1-methyl-3-(1-methyl-1H-indol-3-yl)indolin-2-one was obtained as a white solid, 200 mg (68%).1,4 A solution of 3-hydroxy-1-methyl-3-(1-methyl-1H-indol-3-yl)indolin-2-one (146 mg, 0.5 mmol) and p-cresol (162 mg, 1.5 mmol) in CH2Cl2 (3.0 mL) was stirred at room temperature in the presence of montmorillonite K-10 (438 mg, 300%, w/w) for 2 h. The reaction mixture was filtered through a pad of Celite and washed thoroughly with CH2Cl2. After removal of solvent and column chromatographic purification process (n-hexane/EtOAc, 5:1) 1a was obtained as a white solid, 138 mg (72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methylisatin, and friends who are interested can also refer to it.

Reference:
Note; Seo, Da Young; Lee, Sangku; Min, Beom Kyu; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 39; 8; (2018); p. 1011 – 1014;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 3484-35-3, The chemical industry reduces the impact on the environment during synthesis 3484-35-3, name is 5-Methylindolin-2-one, I believe this compound will play a more active role in future production and life.

General procedure: To a mixture of oxindole (3a-f, 0.3mmol), 1-alkyl-1H benzo[d]imidazole-2-carbaldehydes (7a-e, 0.33mmol) in ethanol (2mL), was added catalytic amount of piperidine. The reaction mixture was stirred at reflux until complete consumption of the oxindole observed by TLC. After cooling, the precipitate was filtered, washed with cold ethanol, and dried in air to furnish pure (E)-benzo[d]imidazol-2-yl)methylene)indolin-2-ones 8a-z orange/yellow solids in moderate to good yields. Compounds 8c, 8f, 8i, 8l and 8o did not precipitated out from ethanol, were purified by column chromatography with silica gel (60-120) by using ethyl acetate:hexane (2:8 to 3:7). 4.1.1.13 (E)-5-Methyl-3-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)indolin-2-one (8m) Orange solid, Yield 79%; mp: 266-268 C; FT-IR: (cm-1): 3183, 3056, 2916, 1702, 1612, 1321, 815, 737; 1H NMR (500 MHz, DMSO-d6): delta 10.59 (brs, 1H, NH), 9.35 (s, 1H, Ar-H), 7.84 (d, J = 8.1 Hz, 1H, Ar-H), 7.69 (d, J = 8.1 Hz, 1H, Ar-H), 7.55 (s, 1H, C=CH), 7.41-7.31 (m, 2H, Ar-H), 7.15 (d, J = 7.8 Hz, 1H, Ar-H), 6.79 (d, J = 7.8 Hz, 1H, Ar-H), 4.02 (s, 3H, CH3), 2.35 (s, 3H, CH3); 13C NMR (75 MHz, CDCl3+DMSO-d6): delta 168.9, 147.5, 142.6, 141.0, 135.4, 131.4, 130.9, 129.9, 128.4, 123.9, 122.7, 120.9, 119.5, 117.3, 110.4, 109.1, 30.0, 20.8; HRMS (ESI): m/z calcd for C18H16N3O 290.1293, found 290.1279 [M+H]+; Purity: 99.2%.

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-Methylindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sharma, Pankaj; Thummuri, Dinesh; Reddy, T. Srinivasa; Senwar, Kishna Ram; Naidu; Srinivasulu, Gannoju; Bharghava, Suresh K.; Shankaraiah, Nagula; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 584 – 600;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 875003-43-3,Some common heterocyclic compound, 875003-43-3, name is 7-Fluoro-1-methylindoline-2,3-dione, molecular formula is C9H6FNO2, 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.

A mixture 7-fluoro-1-methylisatin (K1.3.54 g, 19.8 mmol) and 3-(tert- butyldiphenylsilyloxy)propan-1 -amine (6.90 g, 22.0 mmol) in EtOH (50 ml_) was heated at 60 C for 2 h then concentrated to provide 9.55 g (100%) of product K2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Fluoro-1-methylindoline-2,3-dione, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; VOIGT, Johannes, H.; WO2008/137139; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem