Category: 6630-33-7

《Synthesis of 3,4-dihydropyrimidin-2(1H)-one via retro-Biginelli reaction》 was published in Journal of Heterocyclic Chemistry in 2020. These research results belong to Mondal, Sudipta; Mondal, Mohabul A.. Quality Control of o-Bromobenzaldehyde The article mentions the following:

Hydrolytic behavior of 5-acetyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-ones under alk. condition had been explored. Mechanistic details were established by LCMS and HPLC. Evidence suggested that the deacetylative benzylidenation proceeded through the retro-Biginelli reaction. The scope of the retro-Biginelli reaction had been explored by the synthesis of substituted DHPs I [Ar = Ph, 4-MeC6H4, 2-BrC6H4; Ar1 = Ph, 4-MeC6H4, 2-BrC6H4, 3-MeOC6H4]. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Quality Control of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Quality Control of o-BromobenzaldehydeIt is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《BF3·OEt2-promoted tandem Meinwald rearrangement and nucleophilic substitution of oxiranecarbonitriles》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Xu, Chuangchuang; Xu, Jiaxi. Application In Synthesis of o-Bromobenzaldehyde The article mentions the following:

Tandem Meinwald rearrangement and nucleophilic substitution of oxiranenitriles was realized. Arylacetic acid derivatives were readily synthesized from 3-aryloxirane-2-carbonitriles with amines, alcs., or water in the presence of boron trifluoride under microwave irradiation, and the designed synthetic strategy includes introducing a cyano leaving group into arylepoxides and capturing the in-situ generated toxic cyanide with boron trifluoride, making the reaction efficient, safe and environmentally benign. The reaction occurred through an acid-promoted Meinwald rearrangement, producing arylacetyl cyanides, followed by an addition-elimination process with nitrogen or oxygen-containing nucleophilic amines, alcs. or water. The current method provided a new application of the tandem Meinwald rearrangement. In the part of experimental materials, we found many familiar compounds, such as o-Bromobenzaldehyde(cas: 6630-33-7Application In Synthesis of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application In Synthesis of o-BromobenzaldehydeSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of o-BromobenzaldehydeIn 2019 ,《A Microwave Accelerated Sustainable Approach for the Synthesis of 2-amino-4H-chromenes Catalyzed by WEPPA: A Green Strategy》 appeared in Current Microwave Chemistry. The author of the article were Hiremath, Prashant B.; Kamanna, Kantharaju. The article conveys some information:

We established an efficient, simple, agro-waste based catalytic approach for the synthesis of 2-amino-4H-chromene derivatives I [R1 = H, 2-Cl, 4-MeO, etc.], II [ R2 = H, 4-Me, 2-Cl, 4-Cl, 4-MeO] and III [R3 = H, 4-OH, 3-NO2, etc.] from the condensation of arylaldehyde, malononitrile and resorcinol/α-naphthol/β-naphthol employing WEPPA as an efficient catalyst under microwave synthesis. The method was found to be a greener, economic and eco-friendly approach for the synthesis of chromene scaffolds. The advantages of the present approach were solvent-free, no external metal, chem. base free, short reaction time and isolated product in good to excellent yields. The catalyst was agro-waste derived, which has abundant natural sources available, thus making the present approach a greener one. After reading the article, we found that the author used o-Bromobenzaldehyde(cas: 6630-33-7Reference of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Reference of o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of o-BromobenzaldehydeIn 2020 ,《Construction of Various Bridged Polycyclic Skeletons by Palladium-Catalyzed Dearomatization》 was published in Angewandte Chemie, International Edition. The article was written by Mu, Xingye; Yu, Hanxiao; Peng, Henian; Xiong, Wenrui; Wu, Ting; Tang, Wenjun. The article contains the following contents:

In the presence of [Pd(cinnamyl)Cl]2, an arylbenzoxaphospholane ligand, and K2CO3 in toluene, bromoaryl-substituted bicyclic phenols such as I underwent dearomative cyclization reactions to yield tetracyclic arenes such as II; a variety of ring systems with differing bridging patterns and carbocyclic and heterocyclic linkers were prepared using the method. The method was used to prepare partial ring systems for the alkaloids aspernomine and strychnochromine and to prepare dracaenone analogs. Bis(bromophenyl)- and bis(bromobenzyl)-substituted bicycles underwent enantioselective desymmetrization by dearomative cyclization using [Pd(cinnamyl)Cl]2 and nonracemic arylbenzoxaphospholane ligands to give bromoaryl- and bromobenzyl-substituted tetracycles in 33-99% ee (absolute configuration undetermined). After reading the article, we found that the author used o-Bromobenzaldehyde(cas: 6630-33-7Application In Synthesis of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application In Synthesis of o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 6630-33-7In 2021 ,《Mildness in preparative conditions directly affects the otherwise straightforward syntheses outcome of Schiff-base isoniazid derivatives: Aroylhydrazones and their solvolysis-related dihydrazones》 was published in Journal of Molecular Structure. The article was written by Cukierman, Daphne S.; Evangelista, Beatriz N.; Neto, Carlos Castanho; Franco, Chris H. J.; Costa, Luiz Antonio S.; Diniz, Renata; Limberger, Jones; Rey, Nicolas A.. The article contains the following contents:

The two series of novel isoniazid-derived compounds prepared from a pair of different aldehyde precursors, as well as the solvolysis, under harsh synthetic conditions, of the initially formed aroylhydrazones, leaded to unexpected dihydrazones was described. All compounds were unequivocally characterized in solution using 1D and 2D NMR experiments in DMSO-d6 and, in the solid-state, by other classic techniques. System I was composed by 2-(1H-pyrazol-1-yl)benzaldehyde and its hydrazone derivatives, while system II comprised 2-(4-metoxyphenoxy)benzaldehyde and its related Schiff-base products. The first aldehyde was obtained for the first time via the copper-catalyzed Ullmann C-N coupling between 2-bromobenzaldehyde and pyrazole. Single crystals of its aroylhydrazone and dihydrazone derivatives were isolated and thoroughly characterized, included Hirshfeld surfaces and energy frameworks studies. Finally, it was described as NMR and theor.-based proposed reaction pathway for the unexpected formation of the dihydrazones involving the solvolysis of the initially formed isonicotinoyl hydrazone followed by attack to a second free aldehyde mol. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Application of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application of 6630-33-7It is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Well-Designed Phosphine-Urea Ligand for Highly Diastereo- and Enantioselective 1,3-Dipolar Cycloaddition of Methacrylonitrile: A Combined Experimental and Theoretical Study》 were Xiong, Yang; Du, Zhuanzhuan; Chen, Haohua; Yang, Zhao; Tan, Qiuyuan; Zhang, Changhui; Zhu, Lei; Lan, Yu; Zhang, Min. And the article was published in Journal of the American Chemical Society in 2019. Application In Synthesis of o-Bromobenzaldehyde The author mentioned the following in the article:

A novel chiral phosphine-urea bifunctional ligand has been developed for Cu-catalyzed asym. 1,3-dipolar cycloaddition of iminoesters with methacrylonitrile, a long-standing challenging substrate in asym. catalysis. Distortion-interaction energy anal. based on d. functional theory (DFT) calculations reveals that the distortion energy plays an important role in the observed enantioselectivity, which can be attributed to the steric effect between the phosphine ligand and the dipole reactant. DFT calculations also indicate that nucleophilic addition is the enantioselectivity-determining step and hydrogen bonding between the urea moiety and methacrylonitrile assists in control of the diastereo- and enantioselectivity. By a combination of metal catalysis and organocatalysis, excellent diastereo- and enantioselectivities (up to 99:1 diastereomeric ratio, 99% enantiomeric excess) as well as good yields are achieved. A wide range of substitution patterns of both iminoester and acrylonitrile is tolerated by this catalyst system, providing access to a series of highly substituted chiral cyanopyrrolidines with up to two quaternary stereogenic centers. The synthetic utility is demonstrated by enantioselective synthesis of antitumor agent ETP69 with a pivotal nitrile pharmacophore and an all-carbon quaternary stereogenic center. In the part of experimental materials, we found many familiar compounds, such as o-Bromobenzaldehyde(cas: 6630-33-7Application In Synthesis of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application In Synthesis of o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis of 2-Aminoquinazoline- and 2-Aminopyrimidine-Fused Hybrid Scaffolds by Copper-Catalyzed C(sp2)-N Coupling and Cyclization Followed by Oxidation》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Kwak, Jung Pyo; Dao, Pham Duy Quang; Cho, Chan Sik. Electric Literature of C7H5BrO The article mentions the following:

2-(2-Bromoaryl)- and 2-(2-bromovinyl)-4,7-dimethoxybenzimidazoles are coupled and cyclized with cyanamide as a building block in DMF in the presence of a catalytic amount of a copper catalyst along with a base to give the corresponding 2-aminoquinazoline- and 2-aminopyrimidine-fused 4,7-dimethoxybenzimidazoles in good yields. Subsequent oxidation of such N-fused hybrid scaffolds by treatment of ceric ammonium nitrate in acetonitrile/H2O affords unprecedented 2-aminoquinazoline- and 2-aminopyrimidine-fused benzimidazolequinones. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Electric Literature of C7H5BrO)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Electric Literature of C7H5BrOIt is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《A Modular Approach to Dibenzo-fused ε-Lactams: Palladium-Catalyzed Bridging-C-H Activation》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Yu, Yinghua; Ma, Liyao; Xia, Jiajin; Xin, Luoting; Zhu, Lei; Huang, Xueliang. Recommanded Product: o-Bromobenzaldehyde The article mentions the following:

Tricyclic ring systems possessing a dibenzo structure joined to a seven-membered heterocyclic ring frequently show important biol. activities. However, a modular approach to these mols. based on efficient intermol. reaction of readily available chems. is lacking. Herein, an unprecedented palladium-catalyzed formal [4+3] annulation for modular construction of these tricyclic systems is described. This reaction features easily accessible reactants (o-haloarylaldehydes and N-tosylhydrazones), broad substrate scope, and excellent functional group compatibility. The synthetic potential is demonstrated by the easy scale-up reactions, late-stage modification of complex mols., and collective synthesis of bioactive mols. and approved drugs. The experimental process involved the reaction of o-Bromobenzaldehyde(cas: 6630-33-7Recommanded Product: o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Recommanded Product: o-BromobenzaldehydeSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of o-BromobenzaldehydeIn 2019 ,《Nano-Zn[2-boromophenylsalicylaldiminemethylpyranopyrazole]Cl2 as a novel nanostructured Schiff base complex and catalyst for the synthesis of pyrano[2,3-d]pyrimidinedione derivatives》 appeared in Applied Organometallic Chemistry. The author of the article were Moosavi-Zare, A. R.; Goudarziafshar, H.; Jalilian, Z.. The article conveys some information:

Nano-Zn[2-bromophenylsalicylaldiminemethylpyranopyrazole]Cl2 (nano-[Zn-2BSMP]Cl2) as a novel nanostructured Schiff base complex was prepared and characterized using several techniques. Nano-[Zn-2BSMP]Cl2 was used as an effective catalyst for the preparation of some pyrano[2,3-d]pyrimidinedione derivatives by the multicomponent reaction of malononitrile, aryl aldehydes and barbituric acid derivatives The novelty and efficiency of nano-[Zn-2BSMP]Cl2 as a catalyst, in comparison with some other reported catalysts, for this synthetic transformation are the main features of this work. The results came from multiple reactions, including the reaction of o-Bromobenzaldehyde(cas: 6630-33-7Reference of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Reference of o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Synthesis of binuclear isoquinoline- and pyridine-fused benzimidazole-4,7-diones by magnetic MOF-199-catalyzed C-C coupling/cyclization followed by oxidation》 were Diep, Thi Duyen; Dao, Pham Duy Quang; Cho, Chan Sik. And the article was published in European Journal of Organic Chemistry in 2019. HPLC of Formula: 6630-33-7 The author mentioned the following in the article:

Binuclear isoquinoline- and pyridine-fused benzimidazoles such as I [R = Ph, 4-FC6H4, 2-furyl, etc.; R1 = H, 3-Me, 2-F, 2-MeO] were prepared from 2-(2-bromoaryl)-4,7-dimethoxy-1H-benzo[d]imidazoles and (Z)-2-(2-bromovinyl)-4,7-dimethoxy-1H-benzo[d]imidazoles with 1,3-diketones by microwave irradiation in DMF in the presence of a catalytic amount of recyclable Fe3O4@SiO2@MOF-199 along with a base. Treatment of such binuclear N-fused hybrid scaffolds with ceric ammonium nitrate in acetonitrile/H2O or HBr/FeCl3 in H2O afforded binuclear isoquinoline- and pyridine-fused benzimidazole-4,7-diones II [R2 = Me, 2-MeC6H4, 4-MeOC6H4, etc.; R3 = H, 3-Me, 2-F, 2-MeO] in good to high yields. The experimental process involved the reaction of o-Bromobenzaldehyde(cas: 6630-33-7HPLC of Formula: 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.HPLC of Formula: 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary