Amides-buliding-blocks

53297-70-4, 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. 53297-70-4, name is 4-Amino-3-methylbenzenesulfonamide, A new synthetic method of this compound is introduced below.

The compounds in Table 2 below were prepared in accordance with the procedures set forth in Example 1, Step 3 using either [(1-mesityl-1H-tetrazol-5-yl)thio]acetic acid (prepared as described in Example 1, Steps 2 and 3) or the appropriate counterpart and the appropriate amine in place of 2-chloro-3-aminopyridine.

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; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2005/115147; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

782-45-6, These common heterocyclic compound, 782-45-6, name is 4-Amino-N-phenylbenzamide, 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.

The pale yellow solid was dissolved in 20 ml of dry methylene chloride solution, c was added, a solution of triethylamine (0.07 ml) in dry dichloromethane was added dropwise and the mixture was stirred overnight at room temperature. TLC, filtration and drying were followed by treatment with 10 ml of acetic acid Ethyl acetate was heated to reflux, filtered and dried to give 0.030 g of a yellow solid with a yield of 12.5%.

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 782-45-6.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xiao Zhiyan; Ye Fei; Tang Yanbo; Tian Jinying; Guo Zongru; Chen Zheng; Zhang Xiaolin; He Yibo; Ma Yiming; Chen Ling; Han Jing; (27 pag.)CN102382076; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

14433-76-2, 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 14433-76-2 as follows.

(0084) The hydrogenolysis of N,N-dimethyldecylamine works best with a 1:2 molar ratio of [Ru(triphos-(OMe)2)TMM] and B(C6F5)3. Thus, when N,N-dimethyldecylamine (1.0 mmol) was reacted at 160 C. under an atmosphere of H2 (100 bar) with [Ru(triphos-(OMe)2)TMM] (10 mumol) and 2 mol % B(C6F5)3, a conversion of 99% of the amide was observed. The reaction produced 3% decanol and 97% dimethyldecylamine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 14433-76-2, and friends who are interested can also refer to it.

Reference:
Patent; Eastman Chemical Company; KLANKERMAYER, Juergen; WESTHUES, Stefan; LEITNER, Walter; HEMBRE, Robert Thomas; (11 pag.)US2019/345178; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 3984-14-3, name is N,N-Dimethylsulfamide, 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 3984-14-3. 3984-14-3

EXAMPLE 10 8-cyclohexyl-N-[(dimethylamino)sulfonyl]-1,1a,2,12b-tetrahydro-1a-[[(cis)-2,6-dimethyl-4-morpholinyl]carbonyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide. A 2M solution of oxalyl chloride (0.1 mL, 0.2 mmol) in CH2Cl2 was added dropwise to a solution of rel-8-cyclohexyl-1a-[[(cis)-2,6-dimethyl-4-morpholinyl]carbonyl]-1,1a,2,12b-tetrahydro-11-methoxy-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxylic acid (54 mg, 0.1 mmol) in CH2Cl2 (10 mL) containing one drop of DMF. The reaction mixture was stirred at rt. for 2 h, afterwhich it was concentrated and dried under high vacuum. The resultant residue was dissolved in THF (10 mL) and a solution of N,N-dimethylsulfonamide (24.8 mg, 0.2 mmol) and DIPEA (0.052 mL, 0.3 mmol)) in THF (2 mL) was added. This was followed by the addition of DMAP (10 mg), after which the reaction mixture was stirred at rt. for 10 min, and then at 50 C. overnight. It was then concentrated and the residue purified by preparative reverse phase HPLC to afford the title compound as a white solid, (19.0 mg, 31% yield). MS m/z 649 (MH+), Retention time: 3.685 min; 1H NMR (500 MHz, CD3OD) delta ppm. Compound was observed to exist as inter-converting rotamers, as evidenced from the compound’s NMR spectrum.

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 N,N-Dimethylsulfamide.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/60565; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

3144-09-0, 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. 3144-09-0, name is Methylsulfonamide, A new synthetic method of this compound is introduced below.

A solution of Boc20 (41.2 g, 189.2 mmol) in DCM (200 mL) was added dropwise to a stirred suspension of methane sulfonamide (15.0 g, 157.7 mmol), Et3N (23.6 mL, 173.5 mmol) and DMAP (1.9 g, 15.8 mmol) in DCM (200 mL). The resulting suspension was stirred for 3 h at room temperature and concentrated under vacuum. The resulting residue was diluted with EtOAc (300 mL) and acidified with 1 N HCI (200 mL). The organic layer was washed with water followed by brine, dried over Na2S04 and concentrated under reduced pressure to obtain a crude mixture, which was triturated with 10% EtOAc in petroleum ether to obtain B1 as a white solid (25.0 g, 81 %). Rf: 0.6 (50% EtOAc in petroleum ether). LCMS m/z = 194.3 (M – H). 1H NMR (400 MHz, CDCI3): delta 1.44 (s, 9H), 3.19 (s, 3H), 7.19 (s, 1 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; PFIZER INC.; CHEKLER, Eugene Lvovich Piatnitski; GILBERT, Adam Matthew; UNWALLA, Rayomand Jal; VERHOEST, Patrick Robert; ANDERSON, James Thomas; WO2015/181676; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 67442-07-3

To a THF solution of (RS)-1-bromo-2-mehyloxy-3-(1-methyloxyheptyl)benzene (2, 6.3 g, 20 mmol) obtained in the second step was added dropwise 2M isopropylmagnesium chloride (20 mL). 2-Chloro-N-methyloxy-N-methylacetamide (5.5 g) was added thereto, and the mixture was stirred at room temperature. To the reaction solution was added aqueous hydrochloride acid solution, followed by extraction with ethyl acetate. After the solvent was distilled off, the residue was purified by silica gel chromatography to obtain 2.80 g of a compound (3). NMR (CDCl3) delta ppm: 7.58 – 7.61 (m, 1H), 7.51 – 7.54 (m, 1H), 7.22 – 7.27 (m, 1H), 4.72 (dd, 2H, J = 20.8 Hz, 15.9 Hz), 4.54 (dd, 1H, J = 8.1 Hz, 4.8 Hz), 3.78 (s, 3H), 3.22 (s, 3H), 1.14 – 1.77 (m, 10H), 0.84 – 0.90 ( m, 3H)

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, 67442-07-3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shionogi&Co., Ltd.; EP2184279; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

402-46-0, Adding some certain compound to certain chemical reactions, such as: 402-46-0, name is 4-Fluorobenzenesulfonamide, 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 402-46-0.

General procedure: A general method for preparing (4,6-diaryl-tetrahydropyridin-3-yl) (aryl) methanone 4 includes the following steps: In a 10 mL sealed tube, aryl propynol (0.10 mmol),Solvent (0.50 1.00mL), acid (0.01 0.04mmol) and chalcone derivative (0.10 0.20mmol), heated and reacted under reflux conditions. The reaction was monitored by TLC. After the arylpropynol reaction was completed, Add amine compounds (0.10 0.20mmol) and carry out the reaction under reflux conditions. The reaction duration is about 9 ~ 11h, then add water to the reaction solution to quench the reaction, add ethyl acetate to extract the organic phase, and use the obtained organic phase for It was washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and then concentrated on a rotary evaporator. The resulting concentrated solution was purified by column chromatography.

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 402-46-0.

Reference:
Patent; Shanghai Institute of Technology; Yin Yan; Zhang Qinglin; Zhang Hua; Guo Huifeng; Pan Wanyong; Pei Keke; (18 pag.)CN110407739; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

19982-07-1, 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. 19982-07-1, name is N-(3,5-Dimethyladamantan-1-yl)acetamide, This compound has unique chemical properties. The synthetic route is as follows.

Add 38.9g of Compound A to a 500ml three-necked flask,The reaction bottle was placed in an ice-water bath, then 21.4ml of nitric acid was added, and then 270.4ml of sulfuric acid was slowly added, and the addition was completed in about 40 minutes. After the addition, the temperature was slowly raised to room temperature and the reaction was completed for 4h. Post-treatment: Pour the reaction solution into 1L of ice water, stir the reaction thoroughly after quenching, add dichloromethane (200ml ¡Á 5) for extraction, wash with saturated sodium chloride solution 300ml, dry with anhydrous magnesium sulfate, filter, the filtrate is reduced at 45 Autoclaved,The residue was recrystallized from ethyl acetate / n-hexane (V / V = 100ml / 100ml) at 0 C.After filtration, the filter cake was dried under vacuum (-0.09MPa) at 40 C for 3h to obtain 14.5g of product compound D. Yield: 34.8% and GC purity: 99.1%.

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; Chongqing Zhien Pharmaceutical Co., Ltd.; Chongqing Liujiang Pharmaceutical Technology Co., Ltd.; Mu Xiang; Zhang Wei; Han Juan; Li Yufang; Deng Xianglin; Xiang Yong; (9 pag.)CN110938006; (2020); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

588-46-5, Adding some certain compound to certain chemical reactions, such as: 588-46-5, name is N-Benzylacetamide, 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 588-46-5.

General procedure: Amide 1 (0.25 mmol, 1 equiv.) and Selectfluor (0.625 mmol, 2.5 equiv.) were dissolved in acetonitrile (5 mL) at room temperature, and CuBr (0.3 mmol, 1.2 equiv.) was added over a 40 min period in 6 portions. After all the CuBr was added, the resulting mixture was stirred for extra 20 min, and then acetonitrile was evaporated under reduced pressure. Saturated ammonium chloride solution (20 mL) was added into reaction mixture and extracted with diethyl ether (25 mL ¡Á 4); the ether layers were combined and dried over Na2SO4, filtered, evaporated under reduced pressure to give the crude product. Silica gel flash chromatography of the crude product [hexanes-ethyl acetate (10:1) to hexanes-ethyl acetate (4:1)] yielded pure imide 2.

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 588-46-5.

Reference:
Article; Jin, Zhuang; Xu, Bo; Hammond, Gerald B.; Dimagno, Stephen G.; Journal of Fluorine Chemistry; vol. 143; (2012); p. 226 – 230,5;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7341-96-0 name is Propiolamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of imine (0.24 mmol), rhodium acetate (0.0024 mmol) and molecular sieves (300 mg) were mixed in a 10 mL one-Oil pump for nitrogen ventilation,A 1 mL syringe was added with 1 mL of re-evaporated CH2 Cl2 Prepared as a mixed solution A and 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 Prepared into solution B. Solution B was added to the mixed solution A at 25 C with a syringe pump over 1 hour.Stirring 3 to 12 hours,The reaction mixture was purified by column chromatography to give pure product as shown in formula (j)Methyl (2S, 3S) -3- (2-formylmethyl) -3 – ((2-hydroxyphenyl) amino) -2-phenyl-2-propiolamide propionate,The yield was 40%Dr value equal to> 95: 5,HPLC purity was 97%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Propiolamide, and friends who are interested can also refer to it.

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