Tag: M.W=200-300

SDS of cas: 169037-23-4, Having gained chemical understanding at molecular level, chemistry graduates may choose to apply this knowledge in almost unlimited ways, as it can be used to analyze all matter and therefore our entire environment.

Diethylcyanomethylphosphonate (279 mg, 1.58 mmol) was dissolved in dry THF (6 mL) at 0oC. Sodium hydride (66 mg, 1.15 mmol) was added and, to the resulting suspension, 5-trifluoromethoxyistain (347 mg, 1.50 mmol) was added slowly. Upon completion of the reaction as shown by TLC analysis, water (10 mL), brine (10 mL) and ethyl acetate (10 mL) were added and the aqueous layer extracted with ethyl acetate (3 x 5 mL) and dried with Na2SO4. The solvent was evaporated in vacuo and the resulting solid was purified by column chromatography (PSp:EtOAc 1:0 to 1:1) to yield a yellow product (31%), 1H NMR (400 MHz, CDCl3): d 6.39 (s, 1H), 6.91 (d, J 8.7, 1H), 7.26-7.31 (m, 1H), 7.84 (br s, 1H), 7.94 (d, J 1.9, 1H); 13C NMR (100 MHz, CDCl3): d 99.8, 111.3, 115.3, 118.9, 120.43 (q, J 258), 120.6, 126.9, 141.3, 142.5, 144.8 (q, J 2.1), 165.9; IR (neat, cm-1): 3254, 2228, 1760, 1728, 1624, 1473, 1245, 1124; HRMS: m/z: [M+Na]+ calcd for C11H5N2O2F3Na, 277.0195; found, 277.0188.

According to the analysis of related databases, 169037-23-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Davis, Holly J.; Kavanagh, Madeline E.; Balan, Tudor; Abell, Chris; Coyne, Anthony G.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3735 – 3740;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 3339-73-9, 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. 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 1.0 mmol of (1,3-dioxoisoindolin-2-yl) acid, N-ethyl-N-dimethylaminopropylcarbodiimide (EDC) (1.1 mmol), hydroxybenzotriazole(HOBt) (1.2 mmol) and N,N-Diisopropylethylamine (2.0 mmol) weremixed in minimum DMF and the obtained mixture was stirred for5 min. Then, 4-aminoquinoline-diamines (1.0 mmol) was added to thereaction mixture and the stirring was continued for 5 h. The reactionend was proved by thin layer chromatography (TLC). Then, DMF wasevaporated using rotary evaporator and cold water (20 mL) was added,and solid precipitates obtained were filtered and washed with coldwater. The crude product was recrystallized in absolute ethanol.

The synthetic route of 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rani, Anu; Legac, Jenny; Rosenthal, Philip J.; Kumar, Vipan; Bioorganic Chemistry; vol. 88; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6941-75-9, name is 5-Bromoisoindoline-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 6941-75-9, name: 5-Bromoisoindoline-1,3-dione

A mixture of Zn powder (1.73 g, 26.154 mmol), copper (II) sulfate pentahydrate (0.02 g, 0.08 mmol) and 2M aq NaOH (27 mL) were cooled to 0 C. 5-Bro moisoindoline-1,3-dione (5 g, 22 mmol) was added at the same temperature over the period of 30 min The reaction mixture was stirred at 0 C. for 30 min and 3 h at ambient temperature. The reaction mixture was filtered and the filtrate was neutralized with concentrated HCl. The reaction mixture was diluted with ethanol and extracted with ethyl acetate. The combined ethyl acetate layer was dried over Na2SO4 and concentrated under reduced pressure to afford the crude title compound as a brown solid, which was used in the next step without further purification (1.3 g): mp 258-261 C.; 1H NMR (400 MHz, DMSO-d6) delta 9.03 (br, 1H), 7.81 (m, 2H), 7.69 (m, 1H), 6.44 (m, 1H), 5.88 (d, J=9.3 Hz, 1H); ESIMS m/z 225.83 ([M-H]-); IR (thin film) 1684, 3246, 606 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromoisoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); 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. 6941-75-9, name is 5-Bromoisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Formula: C8H4BrNO2

Example 8 Heck reaction of 4-Bromophthalic imide with 1 ,7-Octadien (Heck condition) 1 g 4-Bromophthalic imide (6.167 mmol), a two-fold excess 1 ,7-Octadien (12.33 mmol) and the catalysator system were solved in 50 ml DMF. The catalysator system consisted of Palladiumacetate (5 mol-% to Imide: 0.31 mmol), 0.92 mmol Triphenylphosphane and 6.17 mmol Triethylamin. The solution has been heated for 24 h at 150 C (Control of reaction progress via thin layer chromatography with CH2CI2: n-Hexane [5:1]). From the resulting dark brown solution the solvent was removed by reduced pressure. The obtained viscous brown raw product was solved with 80 ml CH2CI2 and washed three times (3 x 200 ml) with a saturated H20/NaCI solution. After that the CH2CI2-phase was dried with MgS04 and the solvent was removed by reduced pressure. The viscous brown product (1 ) was dried under constant vacuum. Yield : quant. IR : v 1772, 1717 (s, Imide) cm 1 MS / ESI : 401.14972 m/z (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; DENTSPLY DETREY GMBH; KLEE, Joachim, E.; RETZMANN, Nils; RITTER, Helmut; SZILLAT, Florian; WO2014/114446; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 3783-77-5, 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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 50 g of 2- (3-oxobutyl) isoindoline-1,3-dione, 14.3 g of ethylene glycol and 7.4 g of p-toluenesulfonium tetrahydrate were dissolved in 500 ml of anhydrous toluene and treated with a water separator Reflux for 24 hours. After completion of the reaction, the reaction system was saturatedNaHCO3 aqueous solution 500 ml twice. The aqueous phase was extracted twice with 500 ml of ethyl acetate. The organic phase is combined with anhydrous sulfur Dried over sodium carbonate, and the solvent was distilled off under reduced pressure to obtain a distillation residue which was recrystallized from ethanol to give 45 g of a yellow solid: 2- (2-(2-methyl-1,3-dioxolan-2-yl) ethyl) isoindoline-1,3-dione, yield: 74.8%.

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

Reference:
Patent; Wuhan Yao Ming Kant, Immanuel New Drug Development Co., Ltd.; Yu Lingbo; Wang Ruile; Zhou Qiang; Xu Xueqin; Zhang Dawei; Bai Youyin; Chen Dongzhi; Gao Mingfei; Yao Baoyuan; Han Huaxin; Fu Xinyu; Ma Rujian; (5 pag.)CN106939001; (2017); 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. 65435-04-3, name is 5-(2-Chloroacetyl)indolin-2-one, A new synthetic method of this compound is introduced below., Safety of 5-(2-Chloroacetyl)indolin-2-one

REFERENCE EXAMPLE 1 5-Chloroacetyloxindol (45 g) was added to 180 ml of pyridine and the mixture was stirred at 80 C. for an hour. After completion of reaction, the mixture was allowed to cool and crystals which precipitated were collected by filtration and washed with acetone. The crystals were then recrystallized from methanol to give 5-alpha-pyridinumacetyloxindolchloride. The compound was added to 600 ml of water containing 12.7 g of sodium hydroxide and stirred at 70-80 C. for 30 minutes. After completion of reaction, the resultant solution was allowed to cool down and acidified with concentrated hydrochloric acid. Crystals which precipitated were collected by filtration and washed with water. The crystals were then recrystallized from a mixture of dimethylformamide (DMF) and water to give 28 g of 5-carboxyoxindol. m.p.: >300 C.

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; Otsuka Pharmaceutical Co., Ltd.; US4737501; (1988); A;,
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. 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 4,7-Dichloroindoline-2,3-dione

General procedure: To a mixture of isatin 1a (14.7 mg, 0.1 mmol), H2O (5.4 muL, 0.3 mmol), quinine-derived amine 3 (3.3 mg, 0.01 mmol), and benzoic acid (3.66 mg, 0.03 mmol) in THF (1.0 mL) at 5 C was added acetaldehyde (22.0 mg, 0.5 mmol). After the reaction mixture was stirred for 15 h at this temperature, it was cooled to 0 C. Methanol (2 mL) and NaBH4 (20.0 mg, 0.5 mmol) were then added sequentially. The resulting reaction mixture was stirred for an additional 30 min at 0 C. Water (5.0 mL) was added to quench the reaction. The reaction mixture was extracted with ethyl acetate (10 mL x 3). The combined organic phases were dried over Na2SO4. After filtration and removal of the solvent under reduced pressure, the crude product was purified by column chromatography on silica gel (ethyl acetate/hexane 1:2 to 2:1) to give the pure product 2a.

The synthetic route of 18711-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Qunsheng; Zhao, John Cong-Gui; Tetrahedron Letters; vol. 53; 14; (2012); p. 1768 – 1771;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 954-81-4, name is N-(5-Bromopentyl)phthalimide, 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 954-81-4, Application In Synthesis of N-(5-Bromopentyl)phthalimide

General procedure: N-(3-{1-[2-(1,3-Dioxoisoindolin-2-yl)ethyl]piperidin-4-yl}phenyl)acetamide (7a) N-[3-(Piperidin-4-yl) phenyl]-acetamide (6, 600 mg, 2.36 mmol), N-(2-bromoethyl)-phthalimide (720 mg, 2.83 mmol), and sodium carbonate(979 mg, 7.08 mmol) were dissolved in DMF (10 mL). After being stirred at 70C for 18 h, the mixture was diluted with water (50 mL), and extracted with ethyl acetate (50 mL×2). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo, giving a residue that was subjected to column chromatography on silica gel (10% MeOH-CH2Cl2) to afford the title compound.

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, N-(5-Bromopentyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lim, Chae Jo; Choi, Jun Young; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang; Chemical and Pharmaceutical Bulletin; vol. 61; 12; (2013); p. 1239 – 1247;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, molecular formula is C9H4F3NO3, 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. Application In Synthesis of 5-(Trifluoromethoxy)indoline-2,3-dione

General procedure: A mixture of bisarylidenepiperidin-4-one (1.36 mmoL), isatin (2.72 mmoL) and L-phenylalanine (2.72 mmoL) were heated with stirring in [bmim]Br medium (3 mL) for 1 h at 100 C. After completion of the reaction (TLC), ethyl acetate (2 x 5 mL) was added and the reaction mixture was stirred for 10 min. The organic layer was removed under reduced pressure and the crude product was purified by column chromatography (ethyl acetate:hexane v/v 3:7). 5′-Benzyl-4′-(p-tolyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(methylphenyl)-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5i): Melting point 222-224 C; white solid, 95%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 5.00 (d, J = 14.5 Hz, 1H), 4.66-4.70 (m, 1H), 4.30 (d, J = 10.0 Hz, 1H), 3.77 (d, J = 14.00 Hz, 1H), 3.67 (d, J = 15.00 Hz, 1H), 3.41-3.50 (dd, J = 15 Hz, 1H), 3.00-3.04 (dd, J = 14.5 Hz,1H), 2.70-2.75 (m, 1H), 2.55 (d, J = 14.0 Hz, 1H), 2.35 (s, 3H), 2.32 (s, 3H), 6.52 (d, J = 14.5 Hz, 1H), 6.58-7.48 (m, 21H, Ar); 13C-NMR (CDCl3, 100 MHz): delta/ppm 21.1, 21.4, 39.5, 47.4, 52.8, 52.9, 61.1,66.9, 70.8, 100.7, 109.6, 119.5, 120.9, 121.5, 122.3, 123.9, 124.3, 126.3, 128.4, 128.5, 129.2, 129.4, 129.38, 130.5, 131.6, 133.7, 136.9, 138.3, 138.4, 138.7, 139.6, 139.8. 140.0, 144.3, 179.8, 197.1. EI-MS: m/z 739 (M+). Anal. Calcd for C46H40F3N3O3: C, 74.68; H, 5.45; N, 5.68. Found: C, 74.76; H, 5.53; N, 5.79.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 169037-23-4, its application will become more common.

Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Govindasami, Periyasami; Al-thamili, Dhaifallah M.; Krishnamoorthy, Rajapandian; Periasamy, Vaiyapuri Subbarayan; Alshatwi, Ali A.; Mahalingam; Thangamani, Shankar; Menendez, J. Carlos; Molecules; vol. 23; 5; (2018);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 3339-73-9, 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. 3339-73-9, name is 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: An aqueous solution of metal (Li/Na) carbonate (4.5mmol in 50ml) was added drop wise to a well-stirred solution of NPA (9.1mmol) in ethanol (40ml) at room temperature separately. The pH (6-7) adjusted solution was stirred with heating (60C) for next 4h and then set aside for crystallization. After four weeks, 0.48g (48% yield) for each 1b and 2b of colourless single crystals were obtained.

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, 3-(1,3-Dioxoisoindolin-2-yl)propanoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nadeem, Muhammad; Bhatti, Moazzam H.; Yunus, Uzma; Mehmood, Mazhar; Asif, Hafiz Muhammad; Mehboob, Shoaib; Floerke, Ulrich; Inorganica Chimica Acta; vol. 479; (2018); p. 179 – 188;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem