Tag: M.W=100-200

Electric Literature of 366-49-4, 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 366-49-4 as follows.

To a solution of N-(5-fluoro-2-methylphenyl)acetamide (XXV) (120 g, 717 mmol, 1.0 eq) in HOAc (3 L) was added a solution of Br2 (140 g, 876 mmol, 1.2 eq) in HOAc (1 L) dropwise. The mixture was stirred at 25 C for 3 h. LC/MS showed compound 2 was (XXV) completely consumed. The reaction mixture was quenched with water (8 L). The solid was filtered, washed with water and petroleum ether. The solid was dried in vacuo to give N-(4-bromo-5-fluoro- 2-methylphenyl)acetamide (XXVI) as a white solid (155 g, 629.9 mmol, 87.8% yield). NMR (CDC13, 400 MHz) delta ppm 2.20 (s, 6H), 7.07 (brs, 1H), 7.32 (d, J = 7.2 Hz, 1H), 7.85 (d, J = 10.8 Hz, 1H); ESIMS found C9H9BrFNO mlz 247.2 (M+l).

According to the analysis of related databases, 366-49-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (265 pag.)WO2017/24010; (2017); A1;,
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Related Products of 1891-90-3, A common heterocyclic compound, 1891-90-3, name is 4-(Trifluoromethyl)benzamide, molecular formula is C8H6F3NO, 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.

First access in the microchannel reactor15 minutes of nitrogen replacement system air,Under full nitrogen protection conditions,Cool down at -30~-25C and start to join.95.5 g (0.5 mol, 99%)P-trifluoromethylbenzamide and 500a mixture of milliliters of methyl tert-butyl ether,At the same time, 0.323 liter (0.55 mol, 1.7 mol/L) was added dropwise.Tert-butyl lithium solution,The reaction solution is all introduced into a cryogenic collector to obtain a compound (III);Compound (III) and 66.1 g (0.6 mol, 99%) were then metered with a metering pump.The methyl methanesulfonate is kept between -30 and -25 C.Finished through the microchannel reactor for 1.5 hours,After the addition, the sample analysis did not detect trifluoromethylbenzamide.The reaction solution is slowly added to the person under nitrogen protection conditions.In ice water between 0-5 C,The solvent is removed by distillation under reduced pressure to give a yellow solid;Nuclear magnetic confirmation as the target product2-Methylsulfonyl-4-trifluoromethylbenzamide.The amount is 132 grams,97.8%,The yield was 96.7%.

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; Papanna (Beijing) Technology Co., Ltd.; Xing Wenlong; Fu Renji; (7 pag.)CN109705005; (2019); 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. 630-22-8, name is 2,2-Dimethylpropanethioamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 630-22-8

Example 23; N-[2-Chloro-3-(2-(1,1-dimethylethyl)-5-{2-[(2-methylpropyl)amino]-4-pyrimidinyl}-1,3-thiazol-4-yl)phenyl]-2,5-difluorobenzenesulfonamide; Step A: N-{2-Chloro-3-[5-(2-chloro-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]phenyl}-2,5-difluorobenzenesulfonamide; To a solution of N-{2-chloro-3-[(E)-2-(2-chloro-4-pyrimidinyl)-1-hydroxyethenyl]phenyl}-2,5-difluorobenzenesulfonamide (3.0 g, 6.55 mmol) in DMA (25 mL) was added NBS (1.165 g, 6.55 mmol). After stirring for 1 h at rt, 2,2-dimethylpropanethioamide (0.767 g, 6.55 mmol) was added and the reaction mixture was stirred at 80 C. for 2 h. The reaction mixture was diluted with EtOAc (100 mL) and extracted five times with water. The organic layer was dried over anhydrous NaSO4, adsorbed onto silica gel, and purified via column chromatography, eluting with 0-50% EtOAc/DCM. The desired fractions were combined and concentrated to generate 1.31 g (2.36 mmol, 36.0% yield) of the title compound as a yellow powder. 1H NMR (400 MHz, DMSO-d6): delta 10.74 (s, 1H), 8.56 (d, J=5.4 Hz, 1H), 7.41-7.58 (m, 6H), 6.57 (d, J=5.4 Hz, 1H), 1.42 (s, 9H). MS (ESI): 555.0 [M+H]+.

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 630-22-8.

Reference:
Patent; Adams, Jerry Leroy; Dickerson, Scott Howard; Johnson, Neil W.; Kuntz, Kevin; Petrov, Kimberly; Ralph, Jeffrey M.; Rheault, Tara Renae; Schaaf, Gregory; Stellwagen, John; Tian, Xinrong; Uehling, David Edward; Waterson, Alex Gregory; Wilson, Brian; US2009/298815; (2009); A1;,
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Related Products of 13621-50-6, 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. 13621-50-6, name is Ethyl 3-amino-3-thioxopropanoate, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-chlorophenacyl bromide (0.79 g, 3.38 mmol) and ethyl-3- amino-3-thioxopropanoate (0.50 g, 3.38 mmol) in EtOH (10 mL) was heated to 75C for 2 h under an atmosphere of N2. At the completion of the reaction the EtOH was evaporated, water was added and the mixture was washed with EtOAc (3 x 50 mL). The combined organic phases were washed with water and brine, dried over a2S04, filtered and concentrated. The crude residue was purified by silica chromatography (5% EtOAc/hexane) to afford ethyl 2-(4-(4-chlorophenyl)thiazol-2-yl)acetate (0.67 g, 70%).

The chemical industry reduces the impact on the environment during synthesis Ethyl 3-amino-3-thioxopropanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOTA SCIENTIFIC MANAGEMENT PTY LTD; HAYDON, David, John; CZAPLEWSKI, Lloyd, George; STOKES, Neil, Robert; DAVIES, David; COLLINS, Ian; PALMER, James, T; MITCHELL, Jeffrey, Peter; PITT, Gary Robert William; OFFERMANN, Daniel; WO2012/142671; (2012); A1;,
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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. 116861-31-5, name is tert-Butyl (3-chloropropyl)carbamate, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

3,3′,3″-(benzene-1,3,5-triyltris(oxy))tris(propan-1-amine) (2-1b) NaH (108 mg, 4.5 mmol) was added to Phloroglucinol (126 mg, 1 mmol) DMF solution slowly, then tert-butyl(3-chloropropyl)carbamate (935 mg, 4.5 mmol) was added and heated to 55 C. overnight. The resultant solution was diluted in 30 mL ethyl acetate, washed with 20 mL water 4 times. Organic layer was collected, after evaporating the solvent, the residue was further purified with silica gel column to afford 146 mg product 2-1a (24% yield) as a white solid. A mixture of 100 muL TFA and 100 muL dichloromethane was added to 2-1a to remove Boc protection group. All solvents are evaporated off after incubating at room temperature for 2 hr. The triamino derivative 2-1b was directly used without further purification.

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; Pacific Biosciences of California, Inc.; Sebo, Lubomir; Hanes, Jeremiah; Shen, Gene; Brogley, Louis; Yue, Stephen; Zheng, Frank; Lapin, Yuri; Lyle, John; Osuna, Honey; Fedorov, Andrei; (184 pag.)US9957291; (2018); B2;,
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Reference of 55512-05-5,Some common heterocyclic compound, 55512-05-5, name is 3-(Methylsulfonamido)benzaldehyde, molecular formula is C8H9NO3S, 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.

Preparation 2 D,L-2-(Amino)-2-(m-(Methylsulfonamido)phenyl)acetonitrile Concentrated ammonium hydroxide (43 ml) was cooled to 10C. Sodium cyanide (5.4 g, 110 mmol), ammonium chloride (5.5 g, 102 mmol), and m-(methylsulfonamido)benzaldehyde (10.0 g, 50 mmol) were added and the resultant solution was stirred for 4 hours between about 10 to 15C. Excess ammonia of the solution was removed in vacuo at 15C. The pH of the residue was adjusted to 7.0 by the addition of concentrated hydrochloric acid. The resultant solution was extracted with ethyl acetate (6X) and the ethyl acetate extractions were combined, washed with brine (2X), dried over magnesium sulfate, filtered, and evaporated in vacuo to yield 10.6 g, 94 % of a brown oil of D,L-2-(amino)-2-((m-methylsulfonamido)phenyl)acetonitrile: n.m.r. (DMSO-d6, 90 MHz): delta 3.0 (s,3), 5.0 (s,1), 7.2-7.6 (m, 4).

The synthetic route of 55512-05-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; EP266896; (1988); A1;,
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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. 1882-71-9, name is 2-Amino-5-methoxybenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-5-methoxybenzamide

General procedure: A 12mL vial was charged with MCM-41-2P-Pd(OAc)2 (2molpercent), 2-aminobenzamide (1mmol), aryl iodide (1mmol) (if solid) and a stirring bar. Then, DMF (2mL), aryl iodide (1mmol) (if liquid) and DBU (2mmol) were injected by syringe under an argon atmosphere. The vial was placed in an alloy plate, which was transferred into a 300mL Parr Instruments 4560 series autoclave under an argon atmosphere. After flushing the autoclave three times with CO, a pressure of 10bar CO was fixed at ambient temperature. The autoclave was heated for 20hat 120¡ãC. After completion of the reaction, the autoclave was cooled to room temperature and the pressure was released carefully. The reaction mixture was diluted with ethyl acetate (10mL) and filtered. The palladium catalyst was washed with distilled water (2¡Á5mL) and acetone (2¡Á5mL), and reused in the next run. The filtrate was concentrated in vacuo and the pure product was isolated by either washed with water, ethyl acetate and finally hexane or recrystallization from MeOH.

The synthetic route of 1882-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; You, Shengyong; Huang, Bin; Yan, Tao; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 875; (2018); p. 35 – 45;,
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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 72080-83-2 as follows. Safety of Benzyl (2-aminoethyl)carbamate

General procedure: A mixture ofcompound 10 (0.15 g, 0.772 mmol), HOBt (0.23 g,1.70 mmol), EDCI (0.37 g, 1.93 mmol), benzoic acid(0.19 g, 1.54 mmol), and TEA (0.32 mL, 2.32 mmol) indry DMF (20 mL) was stirred at 80 C for 8 h. The mixturewas quenched with water (40 mL), then extracted withethyl acetate (3 x 40 mL). The combined organic layerextracts were washed with brine, dried over anhydrousMgSO4, filtered, and concentrated under reduced pressure.The residue was purified by flash column chromatography.The desired product was obtained as white solid (0.13 g,56.4 %).

According to the analysis of related databases, 72080-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Abdel-Maksoud, Mohammed S.; El-Gamal, Mohammed I.; Gamal El-Din, Mahmoud M.; Kwak, Seong-Shin; Kim, Hyun-Il; Oh, Chang-Hyun; Medicinal Chemistry Research; vol. 25; 5; (2016); p. 824 – 833;,
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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 116332-54-8 as follows. category: amides-buliding-blocks

a 4-Fluoro-2-(2-methylthio-4-pyrimidyl)acetophenone nBuLi (10 ml of a 1.6 M solution in hexane; 12 mmol) is added at -78 C. to a solution of diisopropylamine (2.48 ml; 17 mmol) in THF (15 ml) and stirred for 5 min. 4-Methyl-2-(methylthio)pyrimidine (2 g; 14.5 mmol) dissolved in THF (2 ml) is added dropwise and stirred for 30 mm at -78 C. 4-Fluoro-N-methoxy-N-methylbenzamide (2.66 g; 14.5 mmol) is dissolved in THF (3 ml) and added slowly to the reaction mixture. The mixture is warmed to r.t. within 45 min. and poured on water and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4 and evaporated to dryness to yield 2.5 g (65%) of yellow crystals after recrystallisation from tert.butyl methyl ether/hexane. 1H-NMR (200 MHz CDCl3): 3.00 (s, 3H): 6.30 (s, 1H); vinyl-H of enol); 7.00 (d, 1); 7.50 (dd, 2H); 8.20 (dd, 2H); 8.7 (d, 2H). Due to pH-dependent keto-enol tautomerism, signals may be duplicated.

According to the analysis of related databases, 116332-54-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Revesz, Laszlo; Schlapbach, Achim; US2002/49220; (2002); A1;,
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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. 2227-79-4, name is Benzothioamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 2227-79-4

1) 2.33 g of thiobenzamide was dissolved in 20 ml of dry methanol, and 2.16 g of 1,3-dichloroacetone was added thereto at room temperature and then heated under reflux for 1 hour. The solvent was distilled off under reduced pressure, and ice water was added to the remaining product, which was then neutralized with an aqueous solution of sodium hydrogen carbonate. The resulting product was extracted with ethyl acetate, washed with saturated saline, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 2.03 g of 4-chloromethyl-2-phenylthiazole was obtained from the fraction eluted with chloroform/n-hexane=1/2.

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissan Chemical Industries, Ltd.; US6063734; (2000); A;,
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