Category: indolines-derivatives

Reference of 2058-72-2, These common heterocyclic compound, 2058-72-2, name is 5-Bromo-1-methylindoline-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.

General procedure: A mixture of aminorhodanine (1 mmol), isatin (1 mmol) and 5 muL of acetic acid in 2mL of distilled ethanol was placed in a cylindrical quartz reactor (Phi = 4 cm). The reactor was introducedinto a monomode microwave (Anton Paar) apparatus, for 5 min at100 C and 50 Watts. The crude reaction mixture was allowed tocool down at room temperature and ethanol (10 mL) or mixture of H2O/EtOH (10 mL) was directly added in the cylindrical quartzreactor. The resulting precipitated product was filtered off and waspurified by recrystallization from ethanol if necessary.

The synthetic route of 2058-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khaldoun, Khadidja; Safer, Abdelmounaim; Boukabcha, Nourdine; Dege, Necmi; Ruchaud, Sandrine; Souab, Mohamed; Bach, Stephane; Chouaih, Abdelkader; Saidi-Besbes, Salima; Journal of Molecular Structure; vol. 1192; (2019); p. 82 – 90;,
Indoline – Wikipedia,
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Reference of 61-70-1, The chemical industry reduces the impact on the environment during synthesis 61-70-1, name is 1-Methylindolin-2-one, I believe this compound will play a more active role in future production and life.

General procedure: An oven-dried flask was charged with stir bar, oxindole (0.5 mmol), PIDA (0.25 mmol) in dry acetonitrile (4.0 mL). Then to the reaction mixture TEMPO (0.5 mmol) was added in presence of air and the mixture was stirred at room temperature until complete conversion takes place as indicated by TLC analysis. The resulting reaction mixture was extracted with ethyl acetate (3 10 mL). The combined organics were dried with Na2SO4 and dried under vacuum to afford crude solid. Then the crude product was purified by column chromatography on silica gel.

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

Reference:
Article; Sai Prathima, Parvathaneni; Bikshapathi, Raktani; Rao, Vaidya Jayathirtha; Tetrahedron Letters; vol. 56; 46; (2015); p. 6385 – 6388;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 1074-82-4, A common heterocyclic compound, 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, molecular formula is C8H4KNO2, 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 500 mL round-bottom flask was charged with4.63 g (0.025 mol) Phthalimide potassium salt, dissolve in 120 mL Anhydrousacetone. 6.9 g (0.05 mol) potassium carbonate and 11.75 g (0.0625 mol) 1,2-Dibromoethanewas added. The solution was heated to reflux for 8 h. The stirring mixture wasallowed to cool, and then was filtered. The solids were washed with 50 mL ofacetone, followed by 50 mL of EtOAc. The filtrate and the washer liquid werepooled and concentrated in a rotary evaporator, then purified by flashchromatography on SiO2 (gradient, 1:6 to 1:4 petroleum ether:EtOAc)to obtain 5.2 g (81.8%) of N-(2-Bromoethyl) phthalimideas a white solid.

The synthetic route of 1074-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2380 – 2382;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 883-44-3, A common heterocyclic compound, 883-44-3, name is 2-(3-Hydroxypropyl)isoindoline-1,3-dione, molecular formula is C11H11NO3, 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.

N1-Boc-N4-Nbs-N4-(3-propyl-1-phthalimide)-trans-1,4-diaminocyclohexaneA solution of 310 mg (0.78 mmol) of N4-Boc-N1-Nbstrans-1,4-diaminocyclohexane was dissolved in 20 mL of 1:3 CH2Cl2/benzene together with 254 mg (0.97 mmol) of Ph3P and 127 mg (0.62 mmol) of N-(3-hydroxypropyl)phthalimide. The resulting solution was stirred at 25 C. under argon. To this solution was added 191 L (0.97 mmol) of a 40% solution of DIAD in toluene dropwise. After addition was complete, stirring was continued for an additional 18 hours. The solution was evaporated to dryness and the crude oil purified on silica gel eluting first with 8:2 Hexane/EtOAc then with 1:1 Hexane/EtOAc to give a total of 322 mg (89%) of product as a clear oil (Rf 0.35 (1:1 Hexane/EtOAc

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; Burns, Mark R.; McVean, Maralee; Kennedy, Kevin J.; Yeung, Arthur; Devens, Bruce H.; US2004/235960; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 32372-82-0, 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. 32372-82-0, name is Isoindoline hydrochloride belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1-Ethyl-3-(3- dimethylaminopropyl)carbodiimide (5.20 g, 27.64 mmol, 2 eq.) was added to a stirred solution of 83 (3.0 g, 13.82 mmol, 1 eq.), isoindoline hydrochloride (3.22 g, 20.73 mmol, 1.5 eq.), 1- hydroxybenzotriazole (3.73 g, 27.64 mmol, 2 eq.) N,N-diisopropylethylamine (4.81 mL, 27.64 mmol, 2 eq.) in dichloromethane (150 mL) at 0 C. The resulting solution was stirred at rt for 14 h before quenching with saturated sodium bicarbonate solution (120 mL). The organic layer was washed with 1 M hydrochloric acid solution (120 mL) and saturated sodium chloride solution (120 mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (Si02, 1 :4 hexanes/ethyl acetate) to afford 84 (3.24 g,77.9 %) as a white amorphous solid. 1H NMR (400 MHz, CDC13) delta 10.92 (s, 1H), 7.73 (d, J= 2.2 Hz, 1H), 7.48 (dd, J= 8.8, 2.4 Hz, 1H), 7.34 (s, 4H), 6.94 (d, J= 8.8 Hz, 1H), 5.10 (s, 4H).13C NMR (100MHz, CDCI3) delta 169.4, 159.4, 136.1 (2), 134.8, 130.5, 128.2 (2), 122.8 (2), 120.2, 118.7 110.2, 55.8, 53.3. HRMS (ESI+) m/z [M + H+] calcd for C15H13BrN02, 318.0130, found 318.0119.

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, Isoindoline hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF KANSAS; BLAGG, Brian S. J.; KENT, Caitlin Nicole; MISHRA, Sanket Jaiprakash; (93 pag.)WO2018/132769; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 923590-95-8,Some common heterocyclic compound, 923590-95-8, name is 4-Bromoisoindoline hydrochloride, molecular formula is C8H9BrClN, 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 solution of 4-bromoisoindoline hydrochloride (8.00 g, 34.33 mmol) in dichloromethane (20 mL) and triethylamine (14.3 mL, 103.0 mmol) was cooled to 0 C, and then di-tert-butyl dicarbonate (15.0 g, 68.73 mmol) was added. The mixture stirred overnight at room temperature and was then quenched by the addition of 50 mL of water. The resulting solution was extracted with 3×50 mL of dichloromethane, washed with 1×50 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with ethyl acetate/petroleum ether (1 :5)) to afford tert-butyl 4-bromoisoindoline-2-carboxylate (9 g, 75%) as a white solid. MS: (ESI, m/z): 242 [M-t-Bu+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromoisoindoline hydrochloride, its application will become more common.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 71294-03-6,Some common heterocyclic compound, 71294-03-6, name is 7-Fluoroindolin-2-one, molecular formula is C8H6FNO, 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.

40 g of 7-fluoroanthraquinone was added to 450 ml of anhydrous methylene chloride, 15 g of aluminum trichloride was added, 60 g of oxalyl chloride was added, the mixture was heated to reflux for 2 hours, cooled to room temperature, and then water was added thereto for liquid separation, drying, and concentration. The residue was columned to give 47 g of 2-(7-fluoro-1H-indol-3-yl)-2-oxoacetyl chloride.

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

Reference:
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Cheng Jia; (6 pag.)CN107698483; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 1074-82-4, 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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Into a reaction vessel were put potassium phthalimide (5.00g, 27.0mmol), benzyltrimethylammonium chloride (0.50g, 2.70mmol) and DMF (50ml) and then thereto was added (R)-epichlorohydrin (5.00g, 54.0mmol). The mixture was stirred at room temperature for 16 hours and the solvent was removed. To the residue was added ethyl acetate (30ml), the mixture was washed with water (20ml) and ethyl acetate was removed to give crude (R)-glycidylphthalimide (4.48g, yield: 82%, optical purity: 63%e.e.) as a white solid.

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, Potassium 1,3-dioxoisoindolin-2-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAISO CO., LTD.; EP1403267; (2004); 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. 317-20-4, name is 7-Fluoroisatin, A new synthetic method of this compound is introduced below., Product Details of 317-20-4

General procedure: In 25 ml a round bottom flask with minimum amount of water as solvent at 80 C, to this add o-phenylenediamine (1 mmol), tetronic acid (1 mmol), isatin (1 mmol) and sulphamic acid (4 mol %) it was stirred, refluxed at 100 C for 3 h. The progress of reaction was monitored by TLC. After completion of the reaction, ice-cold water was added and stirred for 5 min. The precipitated solid collected by filtration, washed with water and recrystallised using ethanol.

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; Nagaraju, Burri; Kovvuri, Jeshma; Babu, K. Suresh; Adiyala, Praveen Reddy; Nayak, V. Lakshma; Alarifi, Abdullah; Kamal, Ahmed; Tetrahedron; vol. 73; 49; (2017); p. 6969 – 6976;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 1127-59-9, 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. 1127-59-9, name is 7-Methylindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

8-Methyl-2-(2-pyridyl)quinoline-4-carboxylic acid (VI; R1 =2′-aza, R2 =H) A mixture of 2-acetylpyridine (IV; R1 =2-aza: 6.05 g, 0.05 mol) and 7-methylisatin (V; R2 =H: 8.52 g, 0.053 mol) in 65 mL of 50percent EtOH–H2 O containing KOH (13 g) was refluxed for 2 h, then diluted with 50percent EtOH–H2 O to obtain a homogeneous solution, filtered and acidified (HOAc). The resulting acid was collected, washed with 30percent EtOH–H2 O and recrystallized from DMF–EtOH to provide the product (9.4 g, 67percent, mp. 319°-320° C. Anal. (C16 H12 N2 O2) C,H,N. Similar reactions using appropriately substituted acetophenones gave the 8-methyl-2-phenylquinoline-4-carboxylic acids (VI) listed in Table III.

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

Reference:
Patent; Development Finance Corporation of New Zeland; US4904659; (1990); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem