Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 3144-09-0, name is Methylsulfonamide, belongs to amides-buliding-blocks 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 3144-09-0, COA of Formula: CH5NO2S

To a 500 mL row1d bottom f1ask vas added a solution of methanesulfonamide (1 0 g,105.13 mmol, l.OO equiv.) in dichloromeHume (300 mL) follo¡¤wed by TEA (22 g, 217.4120 mmol, 1.50 equiv.), Boc20 (27.5 g, 126.00 mmoL 1.20 equiv.), and 4-dimethylaminopyridine(1.28 g, 10.48 mmol, 0.10 equiv.). The reaction mixture v.¡¤as stirred at room temperatmeovernight and then concentrated under vacuurn. 200 mL ofFhO vvas added, the pFf value of the solution was adjusted to 3 using a 1M hydrogen chloride aqueous solution, and thernixture was extracted with ethyl acetate (200 mL x 3). The combined organic extracts werew¡¤ashed vvith brine (300 mL x 2), dried over anhydrous sodium sulfate and concentratedunder vacuum to give oftert-butyl N-methanesulfonylcarbamate 216b (10.06 g, 49%) as a5 ¡¤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, Methylsulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 7341-96-0, A common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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.

A solution of 4-(tert-butyl-dimethyl-silanyloxymethyl)-benzaldehyde oxime (which may be made as described in Preparation of Intermediate 17; 3 g, 11.3 mmol) in DMF (25 mL) was cooled to 0 C and N-chlorosuccinimide (1.51 g, 11.3 mmol) was added in portions. The cooling bath was removed and the reaction mixture was stirred for 2.5 h. The mixture was poured into ice- water (75 mL) and this was extracted with Et2O (3 x 100 mL). The combined organic layers were washed with brine, dried (Na2SO4) and evaporated to give a solid (3.5 g). The solid was dissolved in 50% aqueous tert-butanol (60 mL) in a flask that was open to the air. Propiolamide (which may be prepared as described in Matsumoto, T. et al. US 7,851,473 Column 128; 0.7 mL, 6.85 mmol) was added, followed by 1 M sodium ascorbate (1.13 mL, 1.13 mmol) and 0.1 M copper(II) sulfate (5.65 mL, 0.565 mmol). KHCO3 (4.52 g, 45.1 mmol) was added in portions and the reaction mixture was stirred at room temperature for 2.5 h. H2O (100 mL) was added and a yellow solid was filtered off and dried under high vacuum overnight (3 g). This material was taken up in CH2Cl2/acetone and filtered. The filtrate was evaporated and the residue was purified by chromatography (9-20% acetone/CH2Cl2) to give 3-[4-(tert-butyl-dimethyl- silanyloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (800 mg, 21%). Purification of mixed fractions by chromatography (50-60% EtO Ac/toluene) provided a further 450 mg (12%) of 3-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ERICKSON, Shawn, David; GILLESPIE, Paul; MERTZ, Eric; WO2014/86704; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 563-83-7, name is Isobutyramide, 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. Recommanded Product: Isobutyramide

General procedure: To a mixture of amide (2 mmol) and amine (2.6 mmol) ina 10 mL round bottomed ask was added [PyPS]3PW12O40 (140 mg, 0.04 mmol). The reaction mixture was stirred at the corresponding temperature under MW (700 W). The progress of the reaction was monitored by TLC. On completion, the mixture was diluted with ethyl acetate (20 mL) with stirring for 30 min. The insoluble catalyst was recovered by filtration or centrifugation. The filtrate was evaporated and the residue in almost pure form. Recrystallization or column chromatography could be used for further purication.

The synthetic route of Isobutyramide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fu, Renzhong; Yang, Yang; Chen, Zhikai; Lai, Wenchen; Ma, Yongfeng; Wang, Quan; Yuan, Rongxin; Tetrahedron; vol. 70; 50; (2014); p. 9492 – 9499;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 7341-96-0, name is Propiolamide, 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. 7341-96-0

Aimine (0.24 mmol)Rhodium acetate (0.0024 mmol) and molecular sieves (300 mg) were mixed in 10 mL single-necked vials,Oil pump for nitrogen ventilation, with 1mL syringe by adding 1mL re-steamed CH2Cl2 solution, prepared into a mixed solution A,And the mixture was stirred at room temperature for 10 minutes.The aryl diazonium compound (0.2 mmol) and the amide compound (0.2 mmol) were dissolved in 1 mL of re-evaporated CH2Cl2 To prepare solution B. Solution B was added to the mixed solution A at 25 C with a syringe pump over 1 hour. The mixture is stirred for 3 to 12 hours and the reaction mixture is purified by column chromatography to give pure product as shown in formula (k)For methyl(2S, 3S) -3- (4-bromophenyl) -3 – ((2-hydroxyphenyl) amino) -2- (4-chlorophenyl) -2-propiolamide propionate Rate of 70%Dr value equal to> 95: 5, HPLC purity is 95%.

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 7341-96-0.

Reference:
Patent; East China Normal University; Liu Shunying; Lei Ruirui; Jia Kaili; Wu Yong; Liu Donglan; Dong Suzhen; Hu Wenhao; (42 pag.)CN106831474; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

563-83-7, 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. 563-83-7, name is Isobutyramide, A new synthetic method of this compound is introduced below.

A solution of 2-methylpropanamide (6.53 g, 75.0 mmol) and 2,4-bis(4- methoxyphenyl)-1 ,3-dithia-2,4-diphosphetane-2,4-disulfide (15.17 g, 37.51 mmol) in THF (100 mL) was heated to reflux for 4 h. The reaction mixture was then cooled to room temperature and poured into saturated aqueous NaHCO3 (200 mL). The mixture was extracted with ether (4 x 100 mL). The organic fractions were combined, dried over Na2SO , filtered, andconcentrated. Purification by flash column chromatography (20%EtOAc:hexanes) afforded the title compound. 4.77 g (62% yield) 1H-NMR (400 MHz, CDCI3) delta 7.63 (brs, 1 H), 6.90 (brs, 1 H), 2.88 (m, 1 H), and 1 .27 (d, 6H, J = 6.8 Hz).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 631-58-3 as follows. 631-58-3

Into a solution of Compound 94 (145 mg, 0.33 mmol) in THF (10 mL) at 00 C was added phenyltrimethylammonium tribromide (125 mg, 0.33 mmol). The mixture was stirred at O 0 C for 1 hour, quenched by ice addition, extracted with methylene chloride. The combined extracted was dried (Na2SO4), filtered and concentrated to give crude 75a (200mg).Into a solution of 75a (52 mg, 0.1 mmol) in 3 mL of EtOH was added ethanethioamide (0.2 mmol) at room temperature. The resulting solution was stirred at room temperature for 4 hours. The solvent was removed under reduced pressure and the residue was taken up with ethyl acetate. The solution was treated with saturated solution of NaHCO3 and extracted with ethyl acetate. The combined extracts were dried (NaaSClambdai) and concentrated. Column chromatography on silica gel (eluted with 10-70% ethyl acetate in hexanes) gave Compound 95 (40 mg).1H NMR (300 MHz, CDCI3) 510.40 (brs, 1 H), 7.54-7.42 (m, 5H), 7.02 (t, J = 8.5Hz, 2H), 2.65 (s, 3H), 1.90 (s, 3H).MS (ESI) [M+H+]: 496.

According to the analysis of related databases, 631-58-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2007/87427; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 3144-09-0, name is Methylsulfonamide, I believe this compound will play a more active role in future production and life. 3144-09-0

To a 50 mL three-necked flask, add 1.22 g (10.0 mmole) of benzoic acid and 12 mL of chloroform and stir at room temperature for about 5 minutes. Thereafter, the internal temperature was adjusted to around 5 C. by cooling with external cooling in an ice water bath, and then 1.484 g (5.0 mmole) of triphosgene and 3.036 g (30 mmole) of triethylamine were added in turn, (10.0 mmole) of methanesulfonamide was added thereto, and the mixture was stirred for about 5 minutes. Then, the ice water bath was removed and the temperature was raised to room temperature. While stirring for about 1 hour, the reaction was carried out by thin film chromatography (TLC) After confirming the completion of the reaction, the reaction solvent was distilled off under reduced pressure, and 15 mL of water was added to the resulting solid to dissolve the solid salt formed by the neutralization reaction of triethylamine and hydrochloric acid produced as a by-product The desired compound, acylsulfonamide, is dispersed in a solid form and stirred. After filtration, the filtrate was washed with water, and the obtained solid was dried to obtain 1.89 g (yield: 94.9%) of acyl sulfoneamide as a target compound in a solid form.

The chemical industry reduces the impact on the environment during synthesis 3144-09-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; HANKYONG NATIONAL UNIV. Industry-University Cooperation Foundation; Kim Mi-su; Han Gi-jong; (8 pag.)KR2017/136043; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

631-58-3,Some common heterocyclic compound, 631-58-3, name is Propanethioamide, molecular formula is C3H7NS, 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 9 A mixture of 3.6 parts of propanethioamide, 8.6 parts of 2-bromo-1-(4-hydroxyphenyl)ethanone and 79 parts of ethanol was stirred for 7 hours at reflux temperature. The reaction mixture was concentrated to 1/4 of its volume and 2,2′-oxybispropane was added to the residue. The precipitate was filtered off and taken up in water. After basifying with NH4 OH, the product was extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 3.3 parts (40.2%) of 4-(2-ethyl-4-thiazolyl)-phenol (interm. 17).

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

Reference:
Patent; Janssen Pharmaceutica N.V.; US5100893; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

563-83-7, The chemical industry reduces the impact on the environment during synthesis 563-83-7, name is Isobutyramide, I believe this compound will play a more active role in future production and life.

A solution of 2-methylpropanamiotade (6 53 g, 75 0 mmol) and 2,4-biotas(4- methoxyphenyl)-1 ,3-diotathiotaa-2,4-diotaphosphetane-2,4-diotasulfiotade (15 17 g, 37 51 mmol) in THF (100 mL) was heated to reflux for 4 h The reaction mixture was then cooled to rt and poured into saturated aqueous NaHCO3 (200 mL) The mixture was extracted with ether (4 x 100 mL) The organic fractions were combined, dried over Na2SO4, filtered, and concentrated Purification by flash column chromatography (20% EtOAc hexanes) afforded 4 77 g (62%) of the title compound of Step A 1H-NMR (400 MHz, CDCI3) delta 7 63 (brs, 1 H), 6 90 (brs, 1 H), 2 88 (m, 1 H), and 1 27 (d, 6H, J = 6 8 Hz)

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

Reference:
Patent; GLAXOSMITHKLINE LLC; ADJABENG, George; BAUM, Erich; BIFULCO, Neil; DAVIS-WARD, Ronda, G.; DICKERSON, Scott, Howard; DONALDSON, Kelly, Horne; HORNBERGER, Keith; PETROV, Kimberly; RHEAULT, Tara, Renae; SAMMOND, Douglas, McCord; SCHAAF, Gregory, M.; STELLWAGEN, John; UEHLING, David, Edward; WATERSON, Alex, Gregory; WO2010/104899; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0, The chemical industry reduces the impact on the environment during synthesis 7341-96-0, name is Propiolamide, I believe this compound will play a more active role in future production and life.

The imine (0.2mmol), rhodium acetate (0.002mmol), Molecular sieve (300 mg) and the mixture is dissolved 1.5 ml dichloromethane solvent, into mixed solution 1, in 20 C stirring for 10 minutes. Then the propargyl amide (0.24mmol) and phenyl diazonium acetic acid methyl ester (0.24mmol) dissolved in 1.0 ml methylene chloride solvent, into solution 2. The solution 2 for 20 C lower, in 1 hour for adding and mixing the solution in the injection pump 1. The reaction mixture is purified by rapid column chromatography, to obtain the pure product, its structure is formula (b) is shown. The yield is 87%, dr value is equal to the 89:11.

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

Reference:
Patent; EAST CHINA NORMAL UNIVERSITY; HU, WENHAO; WU, YONG; WANG, WENKE; TANG, MIN; (29 pag.)CN106146334; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics