Category: 192436-83-2

Keenan, Martine et al. published their research in Journal of Medicinal Chemistry in 2012 | CAS: 192436-83-2

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Synthetic Route of C9H10BrNO2

Analogues of Fenarimol Are Potent Inhibitors of Trypanosoma cruzi and Are Efficacious in a Murine Model of Chagas Disease was written by Keenan, Martine;Abbott, Michael J.;Alexander, Paul W.;Armstrong, Tanya;Best, Wayne M.;Berven, Bradley;Botero, Adriana;Chaplin, Jason H.;Charman, Susan A.;Chatelain, Eric;von Geldern, Thomas W.;Kerfoot, Maria;Khong, Andrea;Nguyen, Tien;McManus, Joshua D.;Morizzi, Julia;Ryan, Eileen;Scandale, Ivan;Thompson, R. Andrew;Wang, Sen Z.;White, Karen L.. And the article was included in Journal of Medicinal Chemistry in 2012.Synthetic Route of C9H10BrNO2 This article mentions the following:

We report the discovery of nontoxic fungicide fenarimol (1, I) as an inhibitor of Trypanosoma cruzi (T. cruzi), the causative agent of Chagas disease, and the results of structure-activity investigations leading to potent analogs with low nM IC50s in a T. cruzi whole cell in vitro assay. Lead compounds suppressed blood parasitemia to virtually undetectable levels after once daily oral dosing in mouse models of T. cruzi infection. Compounds are chem. tractable, allowing rapid optimization of target biol. activity and drug characteristics. Chem. and biol. studies undertaken in the development of the fenarimol series toward the goal of delivering a new drug candidate for Chagas disease are reported. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Synthetic Route of C9H10BrNO2).

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Synthetic Route of C9H10BrNO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Liu, Jiaxin et al. published their research in Organic Chemistry Frontiers in 2021 | CAS: 192436-83-2

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.HPLC of Formula: 192436-83-2

Visible light mediated synthesis of 4-aryl-1,2-dihydronaphthalene derivatives via single-electron oxidation or MHAT from methylenecyclopropanes was written by Liu, Jiaxin;Wei, Yin;Shi, Min. And the article was included in Organic Chemistry Frontiers in 2021.HPLC of Formula: 192436-83-2 This article mentions the following:

A direct single-electron oxidation of methylenecyclopropanes (MCPs) I (R = H, 2-Me, 3-OMe, 4-F, etc.; R1 = H, 2-Me, 3-Cl, 4-F, etc.) for the rapid construction of 4-aryl-1,2-dihydronaphthalene derivatives II (R2 = H, 5-Me, 6-OMe, 7-F, etc.; R3 = H, F) and III (R4 = R5 = H, F) by merging visible light photoredox catalysis and cobalt catalysis was reported. In MeCN with Et3N·3HF (1.0 equivalent), the fluorination of MCPs I can be realized in the presence of 9-mesityl-10-methylacridinium perchlorate and Co(dmgH)2PyCl, affording fluorinated 4-aryl-1,2-dihydronaphthalene derivatives II (R3 = F) in moderate yields. In MeCN/HFIP (7 : 3), 4-aryl-1,2-dihydronaphthalene derivatives II (R3 = H) and III were obtained in good yields through a metal-catalyzed hydrogen atom transfer process under similar conditions. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2HPLC of Formula: 192436-83-2).

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.HPLC of Formula: 192436-83-2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Bauer, Adriano et al. published their research in Angewandte Chemie, International Edition in 2020 | CAS: 192436-83-2

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Application In Synthesis of 4-Bromo-N-methoxy-N-methylbenzamide

An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung was written by Bauer, Adriano;Di Mauro, Giovanni;Li, Jing;Maulide, Nuno. And the article was included in Angewandte Chemie, International Edition in 2020.Application In Synthesis of 4-Bromo-N-methoxy-N-methylbenzamide This article mentions the following:

The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α-cyclopropanated ketones by oxidative umpolung [e.g., I → II (71%, d.r. > 95:5) + III (8%, d.r. > 95:5) in presence of PhIO.MsOH and BF3.OEt2]. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non-classical carbocations. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Application In Synthesis of 4-Bromo-N-methoxy-N-methylbenzamide).

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Application In Synthesis of 4-Bromo-N-methoxy-N-methylbenzamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Giannerini, M. et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2016 | CAS: 192436-83-2

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.COA of Formula: C9H10BrNO2

One-pot sequential 1,2-addition, Pd-catalysed cross-coupling of organolithium reagents with Weinreb amides was written by Giannerini, M.;Vila, C.;Hornillos, V.;Feringa, B. L.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.COA of Formula: C9H10BrNO2 This article mentions the following:

An efficient sequential 1,2-addition/cross-coupling of Weinreb amides with two organolithium reagents is reported. This synthetic approach allows access to a wide variety of functionalized ketones in a modular way. The one-pot procedure presented here takes advantage of a kinetically stable tetrahedral Weinreb intermediate during subsequent Pd-catalyzed cross-coupling with the second organolithium reagent leading, within short reaction times and under mild conditions, to the formation of ketones in excellent overall yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2COA of Formula: C9H10BrNO2).

4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.COA of Formula: C9H10BrNO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

S News Some tips on 192436-83-2

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.

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. 192436-83-2, name is 4-Bromo-N-methoxy-N-methylbenzamide, A new synthetic method of this compound is introduced below., Recommanded Product: 192436-83-2

To a solution of ibromo-.3.trifluoromethyl)benzene (800 mg, 3.56 mmol) in 1() mL of THF was added Mg (129.6 rng, 5.33 mmoi) under nitrogen protection and stirred at 80CC for 2 h. Then the mixture was added to a solution of 4-hromoN-methoxy-Nmethylhenzamide (433.9 mg, 1.78 mmol) in THF (6mL) at 0 C under nitrogen protection and stirred at 20 C for 12 h. The mixture was poured into aq.N1-14C1 (150 mL) and extracted with ethyl acetate (120 mLx3).The organic layer was dried over Na2 SO4 and concentracted in vacuo to give the residue, which was purified with pre HP LC to give (4-bromophenyl)(3.-(trifiuorornethyi)phenyi)methanone. 1HNMR (400MHz, CDC13): oe = 8.04 (s, IH), 7.95 (d, J=7.8 Hz, IH), 7.87 (d, J=.() Hz, 1H),7.67 (s, 4H), 7.66 7.62 (m, il-i) ppm.

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 SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (261 pag.)WO2016/106628; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

9/2/21 News Some tips on 192436-83-2

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.

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. 192436-83-2, name is 4-Bromo-N-methoxy-N-methylbenzamide, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-N-methoxy-N-methylbenzamide

To a solution of ibromo-.3.trifluoromethyl)benzene (800 mg, 3.56 mmol) in 1() mL of THF was added Mg (129.6 rng, 5.33 mmoi) under nitrogen protection and stirred at 80CC for 2 h. Then the mixture was added to a solution of 4-hromoN-methoxy-Nmethylhenzamide (433.9 mg, 1.78 mmol) in THF (6mL) at 0 C under nitrogen protection and stirred at 20 C for 12 h. The mixture was poured into aq.N1-14C1 (150 mL) and extracted with ethyl acetate (120 mLx3).The organic layer was dried over Na2 SO4 and concentracted in vacuo to give the residue, which was purified with pre HP LC to give (4-bromophenyl)(3.-(trifiuorornethyi)phenyi)methanone. 1HNMR (400MHz, CDC13): oe = 8.04 (s, IH), 7.95 (d, J=7.8 Hz, IH), 7.87 (d, J=.() Hz, 1H),7.67 (s, 4H), 7.66 7.62 (m, il-i) ppm.

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 SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (261 pag.)WO2016/106628; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Brief introduction of 192436-83-2

The synthetic route of 192436-83-2 has been constantly updated, and we look forward to future research findings.

192436-83-2, name is 4-Bromo-N-methoxy-N-methylbenzamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C9H10BrNO2

To a stirred solution of 2-fluoro-4-bromoanisole (3.03 g, 14.8 mmol) in anhydrous THF (100 mL) was added n-butyllithium (1.6 M in hexanes, 10.2 mL, 16.3 mol) dropwise at-78 C. The reaction mixture was stirred for 1 h and 80 (4.02 g, 16.3 mmol) dissolved in THF (20 mL) was added dropwise. The reaction mixture was warmed to-20 C over 1 h, water (100 mL) was added, and the volatiles were removed under reduced pressure. The mixture was extracted with ether (3 x 100 mL) and the combined extracts were washed with water (100 mL) and brine (100 mL). The mixture was dried over MgS04 and concentrated. The residue was chromatographed on silica gel (20: 1 to 5: 1 hexanes: EtOAc) to afford 2.35 g (51%) of 81 as a white crystalline SOLID. H NMR (400 MHz, CDCI3) : 8 3.97 (s, 3H), 7.01 (t, J = 8.4 Hz, 1 H), 7.55-7. 62 (m, 6H).

The synthetic route of 192436-83-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/12220; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics