Category: 18874-52-7

Salgado-Zamora, Hector published the artcileA convenient approach to the synthesis of the imidazo[5,1-b]oxazole ring system, Product Details of C4H4BrN3O2, the main research area is imidazole bromomethylnitrophenacyl intramol cyclization potassium butoxide; imidazooxazole preparation; oxazole imidazo preparation.

Reaction of 4(5)-bromo-2-methyl-5(4)-nitroimidazole with phenacyl bromide derivatives ArCOCH2Br (Ar = Ph, 4-ClC6H4, 3-F3CC6H4, etc.) led to 4-bromo-2-methyl-1-phenacyl-5-nitro- and 5-bromo-2-methyl-1-phenacyl-4-nitroimidazoles I (X1 = NO2, X2 = Br; X1 = Br, X2 = NO2). Treatment of the latter isomers with potassium tert-butoxide in dry THF yielded imidazo[5,1-b]oxazoles II.

Heterocycles published new progress about Crystal structure. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Product Details of C4H4BrN3O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Suwinski, Jerzy published the artcileNitroimidazoles. Part V. Chloronitroimidazoles from dinitroimidazoles. A reinvestigation, Application In Synthesis of 18874-52-7, the main research area is chloronitroimidazole; imidazole chloronitro; nitroimidaxole replacement chlorine.

5(4)-Chloro- and 2-chloro-4(5)-nitroimidazole or their N-Me derivatives were prepared by ≥2 independent routes. Contrary to some former reports, only 2-chloro-4-(or 5)-nitroimidazoles were obtained from 2,4(or 5)-dinitroimidazoles. In 4,5-dinitroimidazoles only a nitro group in the 5 position was replaced by a chlorine atom.

Polish Journal of Chemistry published new progress about Substitution reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Application In Synthesis of 18874-52-7.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kulkarni, Surendra published the artcileNucleophilic displacements of imidazoles. II. Displacements of halogen by S-nucleophiles and displacements of mesyl groups activated by nitro; oxidation of imidazolethiols, Synthetic Route of 18874-52-7, the main research area is sulfonylimidazole; nitrothioimidazole; thionitroimidazole; substitution nucleophile halonitroimidazole thiophenol kinetics; mesylnitroimidazole nucleophile substitution; imidazolethiol preparation oxide.

RC6H4SH (R = H, p-Me) react with halonitroimidazoles I and II (R1, R2 = H, Me; R3 = Br, iodo) to give I and II (R3 = SC6H4R). The bromo compounds are slightly more reactive than the iodo analogs. Substituents at C-5 are more readily displaced than those at C-4. I and II (R3 = SO2Me) undergo nucleophilic substitution reactions with a variety of nucleophiles (e.g., PhSH, MeO-, piperidine). The imidazolethiol products are readily oxidized to the sulfones.

Australian Journal of Chemistry published new progress about Nucleophilic substitution reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Synthetic Route of 18874-52-7.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zink, Laura published the artcileLong distance-SRN1 in nitroimidazole series favored by temperature, Product Details of C4H4BrN3O2, the main research area is long distance unimol radical nucleophilic substitution reaction nitroimidazole; imidazole nitro long distance unimol radical nucleophilic substitution.

New reductive alkylating agents in 4- and 5-nitroimidazole series produce exclusively O-alkylation with nitronate anions under classical SRN1 conditions at room temperature Electron-transfer C-alkylation is observed under microwave irradiation or under conventional heating. Furthermore, X-ray spectroscopy shows that the dihedral angles between the Ph and imidazole rings for the two series are different, which could greatly influence reactivity in 4- and 5-nitroimidazole series.

Tetrahedron Letters published new progress about Radical nucleophilic substitution reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Product Details of C4H4BrN3O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iaroshenko, Viktor O. published the artcileTransition-Metal-Catalyzed Arylation of Nitroimidazoles and Further Transformations of Manipulable Nitro Group, Application of 5-Bromo-2-methyl-4-nitroimidazole, the main research area is palladium nickel catalyst arylation nitroimidazole aryl bromide.

Pd- or Ni-catalyzed C-H arylation of 4-nitroimidazole derivatives directed by a manipulable nitro group was developed. The reaction tolerates a wide range of substituted aryl halides and 4-nitroimidazoles. The experiments indicated that the nitro group has influence on the regioselectivity of the reaction. In addition, we have shown that the efficiency of the Suzuki-Miyaura cross-coupling reaction of nitroimidazoles is slightly lower in comparison to the direct C-H arylation. The exploration of the chem. potential of the nitro group and a putative reaction mechanism are discussed.

Journal of Organic Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Application of 5-Bromo-2-methyl-4-nitroimidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zaprutko, Lucjusz published the artcileRegioselective nitro group substitution. Synthesis of isomeric 4-amino-5-nitro- and 5-amino-4-nitroimidazoles, Computed Properties of 18874-52-7, the main research area is nitroimidazole cyclic amine regioselective nitro group substitution; imidazolamine nitro preparation.

On the basis of the reactions between 4,5-dinitroimidazoles (1-methyl-, 1,2-dimethyl-, and 1-ethoxycarbonylmethyl-4,5-dinitroimidazole) and cyclic amines (morpholine, piperidine, or pyrrolidine) under mild conditions (THF or EtOH solution), the order of nitro group substitution was discovered. The influence of the solvent, steric effects, and the possibility of hydrogen bond formation on the reaction direction was discussed. Also, the mechanism of formation of a diamino substitution product and an interesting isomerization process were presented.

Heterocycles published new progress about Amines, nitro Role: SPN (Synthetic Preparation), PREP (Preparation). 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Computed Properties of 18874-52-7.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Llona-Minguez, Sabin published the artcileVinylic MIDA Boronates: New Building Blocks for the Synthesis of Aza-Heterocycles, Related Products of imidazoles-derivatives, the main research area is haloarene MIDA boronate palladium catalyst Suzuki Miyaura coupling reaction; nitro vinylarene preparation Cadogan Sundberg reductive cyclization; aza heterocycle preparation; MIDA; aminophosphonate; boronate; cyclization; heterocycles; nitrene.

A two-step synthesis of structurally diverse pyrrole-containing bicyclic systems was reported. ortho-Nitro-haloarenes coupled with vinylic N-methyliminodiacetic acid (MIDA) boronates generated ortho-vinyl-nitroarenes, which underwent a ‘metal-free’ nitrene insertion, resulted in a new pyrrole ring. The Synthetic approach has a wide substrate tolerance and it was applicable in the preparation of more complex ‘drug-like’ mols. An ortho-nitro-allylarenes furnished a cyclic β-aminophosphonate motif.

Chemistry – A European Journal published new progress about Aryl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Related Products of imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Boncel, Slawomir published the artcileMichael-type addition of azoles of broad-scale acidity to methyl acrylate, Application of 5-Bromo-2-methyl-4-nitroimidazole, the main research area is Michael addition azole methyl acrylate; 1,2,4-triazole derivatives; Michael-type addition; imidazole derivatives; methyl acrylate; pyrazole derivatives.

An optimization of Michael-type addition of azole derivatives of broad-scale acidity – ranging from 5.20 to 15.00 pKa units – namely 4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 4(5)-nitroimidazole, 4,5-diphenylimidazole, 4,5-dicyanoimidazole, 2-methyl-4(5)-nitroimidazole, 5(4)-bromo-2-methyl-4(5)-nitroimidazole and 3-nitro-1,2,4-triazole to Me acrylate as an acceptor was carried out. The optimization process involved the use of an appropriate basic catalyst (DBU, DIPEA, NaOH, NaH, TEDA), a donor/base/acceptor ratio and the reaction temperature The reactions were performed in DMF as solvent. Target Michael adducts I (R1 = R2 = R4 = H, Me, R3 = NO2, X = N, Y = Z = C; R1 = H, R2 = none, R 3 = R 4 = Ph, X = Z = C, Y = N; R1 = none, R2 = NO2, R3 = none, R4 = Z, Y = C) were obtained in medium to excellent yields. Importantly, for imidazole and 1,2,4-triazole derivatives, no corresponding regioisomers were obtained.

Beilstein Journal of Organic Chemistry published new progress about Michael reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Application of 5-Bromo-2-methyl-4-nitroimidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem