Tag: M.W=100-200

Related Products of 13861-75-1, The chemical industry reduces the impact on the environment during synthesis 13861-75-1, name is Spiro[cyclopropane-1,3′-indolin]-2′-one, I believe this compound will play a more active role in future production and life.

EXAMPLE 5 N-(1-azabicyclo[2.2.2]octan-4-ylmethyl)-2′-oxo-spiro[cyclopropane-1,3′-[3’H]indole]-1′(2’H)-carboxamide, monohydrochloride STR13 To sodium hydride (92 mg, 2.31 mmol) (washed 2* with hexane) suspended in THF (1 ml) was added spiro[cyclopropane-1,3′-[3’H]indol]-2′(1’H)-one (92 mg, 0.578 mmol) and the reaction was stirred for 5 minutes. The resulting suspension was added to a solution of 20% phosgene in toluene (2.29 ml, 4.62 mmol) in THF (2 mL) and stirred for 0.5 hour. The reaction mixture was then filtered through celite and concentrated in vacuo to give a beige solid which was dissolved in THF (5 ml) and treated with a solution of 4-aminomethyl quinuclidine (81 mg, 0.578 mmol) as prepared in Example A in THF (2 ml) and stirred for 18 hours. Concentration in vacuo gave a solid which was dissolved in chloroform, washed with 1N NaOH solution, dried over K2 CO3, filtered and concentrated in vacuo to give the crude desired compound as a solid. Purification on silica gel eluding with 10% CH3 OH(NH3)/CHCl3 gave the title compound (35 mg, 19%). The free base (59 mg, 0.181 mmole) was converted to the hydrochloride salt by treatment with methanolic HCl to give the monohydrochloride (57 mg, 91%) as a 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, Spiro[cyclopropane-1,3′-indolin]-2′-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; G. D. Searle & Co.; US5399562; (1995); A;,
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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. 150544-04-0, name is 6-Aminoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6-Aminoindolin-2-one

6-(Morpholin-4-yl)-2-oxindole 6-Amino-2-oxindole (2.2 g), 4.0 g 2,2′-dibromoethyl ether and 7.9 g sodium carbonate were refluxed in 20 ml ethanol overnight, concentrated and diluted with 50 ml of water. The mixture was extracted three times with 50 ml of ethyl acetate and the organic extracts combined, washed with 20 ml of brine, dried over anhydrous sodium sulfate and concentrated to dryness. The solid was chromatographed on a column of silica gel (ethyl acetate:hexane (1:1) containing 0.7percent acetic acid) to give 1.2 g (37percent yield) of the title compound as a beige solid.

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 150544-04-0.

Reference:
Patent; SUGEN, Inc.; US2003/69421; (2003); A1;,
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Some common heterocyclic compound, 774-47-0, name is 5,6-Difluoroindoline-2,3-dione, molecular formula is C8H3F2NO2, 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. Product Details of 774-47-0

General procedure: In a 15 mL quartz tube equipped with a magnetic stirrer bar, isatin (1 mmol), 1,3-dicarbonyl compound (1 mmol), malononitrile (1 mmol), and Na2 eosin Y (0.02 mmol) were added successively in ethyl lactate/water (3:1, 2 mL). The reaction tube was exposed to green LED (520e525 nm, 10 W) irradiation at a distance of approximately 3 mm from bottom of the tube (SI, Fig. S1) at room temperature in air with stirring for an appropriate time. The reaction progress was monitored by TLC. Upon completion, water was added to the mixture and the solid precipitate was filtered and washed with ethanol to obtain the desired pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 774-47-0, its application will become more common.

Reference:
Article; Chen, Meng-Nan; Di, Jia-Qi; Li, Jiao-Mian; Mo, Li-Ping; Zhang, Zhan-Hui; Tetrahedron; (2020);,
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Application of 341988-36-1, These common heterocyclic compound, 341988-36-1, name is Methyl indoline-6-carboxylate, 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 working procedure GWP II-acylation: A solution of the acid chloride B (2 equiv.) was added at room temperature to a solution of the amino acid ester A (1 equiv.) and diisopropylethylamine (1 to 3 equiv.) in dichloromethane. The reaction mixture was stirred for 12 h at room temperature, N,N-dimethylethane-1,2-diamine (1 to 3 equiv.) was added, and stirring was carried out for 1 h at room temperature. The mixture is then washed 3.x. with a 1N HCl solution, dried over sodium sulfate and concentrated under reduced pressure. Purification by column chromatography (silica; ethyl acetate/hexane) yielded the desired product.

Statistics shows that Methyl indoline-6-carboxylate is playing an increasingly important role. we look forward to future research findings about 341988-36-1.

Reference:
Patent; Gruenenthal GmbH; US2010/234340; (2010); A1;,
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Related Products of 19727-83-4, A common heterocyclic compound, 19727-83-4, name is 6-Nitroindoline, molecular formula is C8H8N2O2, 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.

To an oven dried flask equipped with a stir bar cooled under an inert atmosphere was added 6- nitroindoline (1.0 grams, 6.10 mmol, 0.3 M in anhydrous dichloromethane). While stirring at room temperature triethylamine (1.7 mL, 12.2 mmol) was added followed by chloroacetylchloride (0.63 mL, 7.9 mmol). The reaction stirred overnight. The next day the reaction was diluted with water and extracted using chloroform. The aqueous layer was washed with chloroform twice more. The combined organic material was washed with brine, dried with Na2S04, filtered, and concentrated. It was then used without any further purification. (1.39 grams collected). Calculated mass for C10H9CIN2O3, 240.03, observed mass, 241.0 (M+l, CI).

The synthetic route of 19727-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MUSC FOUNDATION FOR RESEARCH DEVELOPMENT; U.S. DEPARTMENT OF VETERANS AFFAIRS; LINDSEY, Christopher, C.; BEESON, Craig, C.; SCHNELLMANN, Rick, G.; (51 pag.)WO2018/85491; (2018); A1;,
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Application of 102359-00-2, These common heterocyclic compound, 102359-00-2, name is 2-Oxoindoline-5-carboxylic Acid, 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 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.

Statistics shows that 2-Oxoindoline-5-carboxylic Acid is playing an increasingly important role. we look forward to future research findings about 102359-00-2.

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;,
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110568-64-4, name is 6-Nitroisoindolin-1-one, 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. name: 6-Nitroisoindolin-1-one

A mixture of 5-nitro-1 lead noise isobutyl ketone Jie (100mg, 0.56mmoL), reduced iron powder (314mg, 5.6mmoL) was added to ethanol (2. OmL) and concentrated hydrochloric acid (0.5mL) and heated under reflux for 2 hours , TLC the reaction was complete. Cooling, the methanol solution saturated with ammonia (NH3) neutralizing the acid, diatomaceous earth filtration, washed with methanol, the solvent evaporated under reduced pressure to give a white solid 70.0mg, 84percent yield

The synthetic route of 110568-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Institute Of Materia Medica, Chinese Academy Of Sciences,; Duan, WenHu; Wan, huixin; Xia, GuangXin; Mei, deCheng; Lin, Yipeng; Liu, Xuejun; Shen, JingKang; (53 pag.)CN103804358; (2016); B;,
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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 5428-09-1 as follows. name: 2-Allylisoindoline-1,3-dione

The title compound was prepared by utilising Ni(dppp)Br2 (32 mg,50.0 mumol, 10 mol%), zinc powder (6.6 mg) and zinc iodide (32 mg,100 mumol, 20 mol% each). These materials were suspended in dichloromethane(0.3 mL) then Ph2PH solution (0.125 M in dichloromethane,0.2 mL, 25.0 mumol, 5 mol%) was added. 2-Allylisoindoline-1,3-dione (94 mg, 0.502 mmol, 1.0 equiv) was added at ambient temperatureand the reaction mixture was stirred for 18 h. Workup accordingto the general procedure and purification by flash columnchromatography (n-pentane/tert-butyl methyl ether, 20:1) gave 6d asa single E-isomer. Yield: 80 mg (0.426 mmol, 85%); yellow solid.1H NMR (300 MHz, CDCl3): delta = 7.87-7.83 (m, 2 H), 7.75-7.70 (m, 2 H),6.64-6.53 (m, 2 H), 1.84 (d, J = 5.0 Hz, 3 H).13C NMR (76 MHz, CDCl3): delta = 168.8, 134.4, 131.9, 123.6, 118.5, 118.3,16.4.

According to the analysis of related databases, 5428-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Weber, Felicia; Steinlandt, Philipp S.; Ballmann, Monika; Hilt, Gerhard; Synthesis; vol. 49; 2; (2017); p. 440 – 450;,
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Adding a certain compound to certain chemical reactions, such as: 89-40-7, name is 5-Nitroisoindoline-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 89-40-7, Quality Control of 5-Nitroisoindoline-1,3-dione

To a solution of 5-nitro-1H-isoindole-1,3(2H)-dione (1.0 g, 5.2 mmol) in dry THF (15 mL) was added 10% Pd/C (0.2 g). The mixture was hydrogenated at 30-40 psi for 17 h. The catalyst was filtered, and the filtrate was evaporated under vacuo to give 0.5 g (59.3%) of 5-amino-1H-isoindole-1,3(2H)-dione as a yellow colour 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, 5-Nitroisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Deng, Jianghe; Kerns, Jeffrey K.; Jin, Qi; Lin, Guoliang; Lin, Xichen; Lindenmuth, Michael; Neipp, Christopher; Nie, Hong; Thomas, Sonia M.; Widdowson, Katherine L.; US2009/143372; (2009); A1;,
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Application of 611-09-6,Some common heterocyclic compound, 611-09-6, name is 5-Nitroindoline-2,3-dione, molecular formula is C8H4N2O4, 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.

An oven-dried screw cap test tube was charged with a magnetic stir bar, 5-nitroisatin (1; 0.192 g, 1 mmol), malononitrile (2; 0.073 g,1.1 mmol), trisodium citrate dihydrate (0.029 g, 10 mol % as organo catalyst),and EtOH:H2O (1:1 v/v; 4 mL) in a sequential manner; the reaction mixture was then stirred vigorously at room temperature for about 20 min. After that, ethyl acetoacetate (3; 0.130 g, 1 mmol)was added to the stirred reaction mixture, and the stirring was continued for 3 h [15]. The progress of the reaction was monitoredby TLC. On completion of the reaction, a solid mass precipitated out that was filtered off followed by washing with aqueous ethanol to obtain crude product. It was purified just by recrystallization from ethanol without carrying out column chromatography. The structure of ethyl 2′-amino-3′-cyano-6′-methyl-5-nitro-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate (4) was confirmed by analytical as well as spectral studies including FT-IR, 1H NMR, 13C NMR,and TOF-MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Nitroindoline-2,3-dione, its application will become more common.

Reference:
Article; Sharma, Sakshi; Brahmachari, Goutam; Banerjee, Bubun; Nurjamal, Khondekar; Kumar, Abhishek; Srivastava, Ambrish Kumar; Misra, Neeraj; Pandey, Sarvesh Kumar; Rajnikant; Gupta, Vivek K.; Journal of Molecular Structure; vol. 1118; (2016); p. 344 – 355;,
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