Amides-buliding-blocks

609-66-5, 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. 609-66-5 name is 2-Chlorobenzamide, 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.

General procedure: To a 25 mL Schlenk tube containing a solution of 2 in 2 mL of THF was added amide (1.0 mmol) and (EtO)3SiH (0.50 g, 3.0 mmol). The reaction mixture was stirred at 60 C until there was no amide left (monitored by TLC and GC-MS). The product was purified according to literature procedures by Beller

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:
Article; Ren, Shishuai; Wang, Yangyang; Yang, Fei; Sun, Hongjian; Li, Xiaoyan; Catalysis Communications; vol. 120; (2019); p. 72 – 75;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 354-38-1, name is 2,2,2-Trifluoroacetamide, molecular formula is C2H2F3NO, 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. 354-38-1

(rac)-2,2,2-Trifluoro-N-[methyl(3-nitrobenzyl)oxido-lambda6-sulfanylidene]acetamide To a suspension of (rac)-1-[(methylsulfinyl)methyl]-3-nitrobenzene (16.6 g; 83.1 mmol), trifluoroacetamide (18.8 g; 166.1 mmol), magnesium oxide (13.4 g; 332.3 mmol) and rhodium(II)-acetat dimer (1.7 g; 8.3 mmol) in DCM (2290 mL) was added iodobenzene diacetate (40.1 g; 124.6 mmol) at room temperature. The batch was stirred for 16 hours at room temperature, filtered and concentrated. The residue was purified by chromatography (DCM / ethanol 97:3) to give the desired product (25.6 g; 82.4 mmol). 1H NMR (400MHz, CDCl3, 300K) delta = 8.36 (m, 1H), 8.31 (m, 1H), 7.80 (m, 1H), 7.69 (m, 1H), 4.91 (d, 1H), 4.79 (d, 1H), 3.28 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 354-38-1, its application will become more common.

Reference:
Patent; Bayer Intellectual Property GmbH; EP2527332; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

45267-19-4, Adding a certain compound to certain chemical reactions, such as: 45267-19-4, name is N-(3-(Dimethylamino)propyl)tetradecanamide, 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 45267-19-4.

2) Quaternization reaction: 92.3131.26g was added to a three-necked flask equipped with a reflux condenser.Myristyl propyl dimethyl tertiary amine and 13.40 g of sodium chloroacetate(The molar ratio of myristamide propyl dimethyl tertiary amine to sodium chloroacetate is 1: 1.15), add 30.50g of water to dissolve sodium chloroacetate exactly,Add 15.25g of isopropanol and adjust the pH between 7 and 8.The quaternization reaction was carried out by heating to 80 C, and the free amine value was measured every hour. After 6 hours, the conversion rate was no longer increased, and the reaction was stopped to obtain a crude product.Rotary evaporation to remove isopropanol and water from the crude product.Then add 3 volumes of isopropyl alcohol to dissolve and filter to remove unreacted sodium chloroacetate.Final rotary evaporation to recover isopropanol,Getting myristyl propyl lysine,That is, the betaine type amphoteric surfactant of the present invention has a yield of 94.86%.

According to the analysis of related databases, 45267-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou University; Shang Xiaoqin; Wang Xinrui; Liu Peng; Liu Rufeng; Jiang Huihua; Chen Haoliang; (13 pag.)CN106800520; (2018); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

4093-29-2, 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. 4093-29-2, name is Methyl 4-acetamido-2-methoxybenzoate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To methyl 4-acetamido-2-methoxybenzoate (299 mg, 1.34 mmol) in acetic anhydride (3 ml) stirred under nitrogen at -10 C was added concentrated nitric acid (0.35 ml) dropwise. After then stirring at 0 C for 10 min the reaction mixture was partitioned between ethyl acetate (20 ml) and water (20 ml). The aqueous layer was further extracted with ethyl acetate (2 x 10 ml) and the combined organic extract washed with saturated sodium bicarbonate solution (2 x 10 ml), brine (2 x 10 ml), dried (MgSO_ and evaporated to give methyl 4-acetamido-2-methoxy-5 -nitrobenzoate (301 mg, 84%) as a dull orange powder. nmr (400 MHz, CDC13) delta 2.33, s, 3H, AcNH; 3.91, s, 3H, 2-MeO or COOMe; 4.03, s, 3H, COOMe or 2-MeO; 8.63, s, IH, H3 or H6; 8.84, s, IH, H6 or H3; 10.89, br, NH.

The synthetic route of Methyl 4-acetamido-2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PETER MACCALLUM CANCER INSTITUTE; MARTIN, Roger, Francis; WHITE, Jonathan; LOBACHEVSKY, Pavel; WINKLER, David; SKENE, Colin; MARCUCCIO, Sebastian; WO2011/123890; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6292-59-7, 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 6292-59-7 as follows.

p-tert-butyl-N-[6-chloro-5-(2-methoxyphenoxy)[2,2′-bipyrimidin]-4-yl] benzene sulfonamide potassium salt compound of formula-7b: To a solution of 4-tert-butyl benzene sulfonamide compound of formula-6 (48 g) in toluene (600 ml), potassium carbonate (35 g) and tetra butyl ammonium bromide (10 g) was added and the reaction mixture was heated to 500C. A solution of 5-(2- methoxyphenoxy)-2-(2’pyrimidinyl)-4,6-dichloro ‘ pyrimidine compound of formula-5 (60 g) in toluene (1200 ml) was added slowly to the reaction mixture and it was refluxed using dean stark apparatus for 10 hrs. The reaction mixture was cooled to 25C.The solid obtained slurried in water and then filtered, washed with water and then dried to get the title compound. Yield: 90 gTo a solution of 4-tert-butyl benzene sulfonamide compound of formula-6 (61.3 grams) in toluene (1500 ml), potassium carbonate (77.93 grams) and tetra butyl ammonium bromide (2.77 grams) was added and the reaction mixture was heated to 50C. A solution of 5-(2-methoxyphenoxy)-2-(2’pyrimidmyl)-4,6-dichloro pyrimidine compound of formula-5a (100 grams) in toluene (1500 ml) was added slowly to the reaction mixture and it was refluxed for 10 hrs. The reaction mixture was cooled to 25C.The solid obtained was filtered and made slurry in water. The solid was filtered, washed with water followed by acetonitrile and dried. Yield: 116 grams, HPLC purity: 99.3%, MR: 202-205C.

According to the analysis of related databases, 4-(tert-Butyl)benzenesulfonamide, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MSN LABORATORIES LIMITED; WO2009/95933; (2009); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 27366-72-9, name is 2-(Dimethylamino)ethanethioamide hydrochloride, 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 27366-72-9. 27366-72-9

EXAMPLE 1 Preparation of Ethyl 2-Dimethylaminomethyl-4-thiazolecarboxylate A reaction mixture was prepared containing 15.5 g. of dimethylaminothioacetamide hydrochloride, 20.5 g. of ethyl bromopyruvate and 100 ml. of ethanol. The reaction mixture was heated to refluxing temperature for about four hours after which time the solvent was removed in vacuo in a rotary evaporator. The residue, containing ethyl 2-dimethylaminomethyl-4-thiazolecarboxylate hydrochloride formed in the above reaction, was dissolved in a mixture of ether and water. The aqueous layer was separated. The ether layer was extracted with an equal volume of water and then discarded. The two aqueous layers were combined and washed with ether. The ether layer was again discarded and the aqueous layer cooled to a temperature in the range of 0-5 C. Solid potassium carbonate was added until the aqueous layer gave a basic reaction to litmus. An oil separated comprising ethyl 2-dimethylaminomethyl-4-thiazolecarboxylate free base. The oily layer was extracted with ether and the ether extract separated and dried. The ether was removed by evaporation in vacuo. The resulting residue was purified by gradient high pressure liquid chromatography (silica, ethyl acetate). Ethyl 2-dimethylaminomethyl-4-thiazolecarboxylate thus obtained had the following physical characteristics: Analysis Calculated: C, 50.45; H, 6.59; N, 13.07; S, 14.96 Found: C, 50.13; H, 6.39; N, 12.89; S, 15.04. The nmr spectrum in CDCl3 (TMS internal standard) gave the following signals (delta): 1.43 (triplet, 3H), 2.40 (singlet, 6H), 3.87 (singlet, 2H), 4.47 (quartet, 2H), 8.20 (singlet, 1H).

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 2-(Dimethylamino)ethanethioamide hydrochloride.

Reference:
Patent; Eli Lilly and Company; US4474794; (1984); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

68524-30-1, 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. 68524-30-1, name is 2-[(Diphenylmethyl)thio]acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Asymmetric synthesis of (-)-2-(diphenylmethyl)sulphinylacetamideGeneral procedure for examples 1 to 10 : Diphenylmethylthioacetamide (7.70 g ; 0.03 mol ; 1.0 eq) was dissolved in the solvent (toluene ; 77 mL ; 10 vol.) under argon. To the solution were added (S,S)-(-)-diethyl-tartrate (1.23 g ; 0.006 mol; 0.2 eq) and titanium (IV) tetraisopropoxide (0.85 g ; 0.88 mL ; 0.003 mol; 0.1 eq) and water (27 muL minus the sum of water present in reactants and solvent already introduced ; 0.0015 mol ; 0.05 eq) at 55C. In these conditions, the resulting chiral titanium complex has the stoichiometry (DET/Ti(OiPr)4/H2O : 2/1/0.5) and represents 0.1 eq of diphenylmethylthioacetamide. Stirring was maintained at 55C during 50 minutes. After cooling to room temperature (25C), were added to the mixture diisopropylethylamine (0.39 g ; 0.52 mL ; 0.003 mol ; 0.1 eq) and cumene hydroperoxide (4.55 g ; 5.0 mL ; 0.03 mol ; 1.0 eq). After contacting during about an hour, the formed precipitate is isolated by filtration. All the following experiments were performed in accordance with the conditions of the general procedure, by modifying parameters as indicated in tables 1-10.; Example 2 : Influence of the amount of water on the enantioselectivity of asymmetric oxidation In this experiment, the ratio of water was varied with respect to the titanium tetraisopropoxide from 0 to 1 equivalent, all the other parameters being as defined in the above general procedure. Notably, the ratio of the titanium chiral complex was maintained at 0.1 equivalent with respect to the diphenylmethylthioacetamide. [Table 2] EntryAmount of water (equivalent)E. e. (%)Purity (%)Yield (%)1080-90.320.493> 999230.894> 9988419199.590 – = Not determined These results show that the amount of water has an effect on the enantioselectivity of the reaction. Thus, the best enantioselectivities are achieved when an amount of water comprised between 0.4 and 0.8 equivalents are used. On the opposite, the enantioselectivity drops notably in the absence of water.

The synthetic route of 2-[(Diphenylmethyl)thio]acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CEPHALON FRANCE; EP1516869; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

239074-29-4, The chemical industry reduces the impact on the environment during synthesis 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, I believe this compound will play a more active role in future production and life.

Trans (4-Amino-cyclohexyl)-acetonitrileTrans Methanesulfonic acid 4-tert-butoxycarbonylamino-cyclohexylmethyl esterTrans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester (3.49 g, 15.0 mmol) in DCM (50 mL) was treated with pyridine (4.98 mL, 60.8 mmol). The mixture was cooled to 0 C and methanesulfonyl chloride (2.36 mL, 30.4 mmol) was added dropwise over 5 minutes. The mixture was stirred at room temperature for 5 hours and then concentrated under vacuum. The residue was partitioned between ethyl acetate and water and the aqueous phase extracted with ethyl acetate (x2). The combined organic extracts were washed with brine, dried with sodium sulfate and concentrated under vacuum. The residue was triturated with cyclohexane then dried under vacuum to give a white solid. Further purification by column chromatography on silica gel (eluting with 1 : 1 cyclohexane/ethyl acetate) gave 4.17 g (90%) of trans methanesulfonic acid 4- tert-butoxycarbonylamino-cyclohexylmethyl ester as a white solid. 1H NMR (400 MHz, CDCI3) delta: 4.37 (br s, 1 H), 4.02 (d, 2 H), 3.39 (br s, 1 H), 3.00 (s, 3 H), 2.11-2.00 (m, 2 H), 1.91-1.81 (m, 2 H), 1.77-1.64 (m, 1 H), 1.43 (s, 9 H), 1.18-1.05 (m, 4 H).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HURLEY, Christopher; KULAGOWSKI, Janusz; ZAK, Mark; WO2013/7768; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6292-59-7, 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. 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, A new synthetic method of this compound is introduced below.

EXAMPLE 9; Synthesis of 2-[6-(4-tert-Butyl-benzenesulfonylamino)-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yloxy]-ethanol acetyl ester; In a 3000 ml round-bottom flask under nitrogen atmosphere, 4-tert-butyl-benzenesulfonamide (103 g, 0.480 mol) and potassium carbonate (166 g, 1.200 mol) are suspended in N,N-dimethyl-acetamide (300 ml) and acetonitrile (200 ml) and the mixture is heated at 75-80¡ã C. for about 30 minutes. The reaction mixture is cooled to about 65-70¡ã C. and added with 2-(5-(2-methoxy-phenoxy)-6-chloro-2-(pyrimidin-2-yl)pyrimidin-4-yloxy)ethanol acetyl ester (200 g, 0.480 mol). The mixture is reacted for 96 hours then diluted with water (1500 ml) and cooled at 0-5¡ã C. for at least 1 hour. The solid is filtered, washing with cold water (4.x.250 ml), and dried at about 45-50¡ã C. for 16-18 hours. 213 g of a solid crude are obtained, in 75percent yield. The resulting product is used for the next reaction, as described in Example 7.

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; Dipharma Francis S.r.l.; US2009/156811; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, 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 6331-71-1, 6331-71-1

EXAMPLE 22 A mixture of 9 parts of 4-amino-N,N-dimethylbenzamide, 137 parts of concentrated hydrochloric acid and 90 parts of water was stirred at room temperature. 21.6 Parts of a hydrogen peroxide solution 30% in water were added and the whole was stirred for 4 hours at room temperature. The product was extracted three times with dichloromethane. The combined extracts were dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (98:2 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 2,2′-oxybispropane. The product was filtered off and dried, yielding 5.78 parts (46%) of 4-amino-3,5-dichloro-N,N-dimethylbenzamide; mp. 134.2 C. (int. 110).

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, 4-Amino-N,N-dimethylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4880808; (1989); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics