83741-35-9 Archives - Imidazoles-derivatives

Leandri, Guiseppe et al. published their research in Gazzetta Chimica Italiana in 1955 | CAS: 83741-35-9

4-Bromo-1H-benzoimidazole (cas: 83741-35-9) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.COA of Formula: C7H5BrN2

Heterocyclic compounds. Ultraviolet absorption spectra and chromophoric properties. I. Imidazoles, benzimidazoles, and phenylbenzimidazoles was written by Leandri, Guiseppe;Mangini, Angelo;Montanari, Fernando;Passerini, Riccardo. And the article was included in Gazzetta Chimica Italiana in 1955.COA of Formula: C7H5BrN2 This article mentions the following:

The ultraviolet absorption spectra of imidazole, some methylimidazoles, 2-phenylimidazole (I), and of 20 methyl, halo, methoxy, amino and nitro derivatives of I, of 1- and 2-phenylbenzylimidazoles (III and IV) and 72 methylhalo, methoxy, amino, and nitro derivatives of III and IV are presented. The spectra are discussed in the light of the theory of localized chromophoric groups, and the essential chromophores are characterized in relation to their primary absorption bands. Some of the conclusions derived by the authors from their data are: (1) The absorption of imidazole and methylimidazole in the region of 200-2掳 m渭 is attributed to “cyclic” excitation, that is, a transition which involves the passage from a sym. compound structurally covalent, to one which is antisym. and polar; (2) in the case of the nitrobenzimidazoles, the tendency of the spectra toward lower frequencies (300 m渭 region) is attributed to the chromophonic nitrobenzenoid group and the differences in the absorption bands of the derivatives with a NO₂ group in the 4-, 7-, 5-, and 6-position are attributed to the particular effect resulting from the substitution. Further conclusions are presented with regards to inductive, mesomeric, and steric effects of the various substituents. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-benzoimidazole (cas: 83741-35-9COA of Formula: C7H5BrN2).

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of 4-Bromo-1H-benzoimidazole

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 83741-35-9.

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. 83741-35-9, name is 4-Bromo-1H-benzoimidazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-1H-benzoimidazole

Preparation 46B: 4-Bromo-l- 2,4-difluorophenyl)-lH-benzo[d]imidazole[00149] A vial charged with molecular sieves, 4A (200 mg, 2.030 mmol) was flame- dried, then allowed to cool to room temperature. To this vial were added 4-bromo-lH- benzo[d]imidazole (0.400 g, 2.030 mmol), copper (II) acetate (0.553 g, 3.05 mmol), and 2,4-difluorophenylboronic acid (0.962 g, 6.09 mmol) followed by (¾(¾ (Volume: 10.15 ml) and triethylamine (0.736 ml, 5.28 mmol). The heterogeneous green reaction was stirred at room temperature. After 19 h, the reaction was filtered through a disposable filter funnel and the filter cake rinsed with (¾(¾. The filtrate was concentrated to afford a green residue. The crude material was dissolved in a minimal amount of CH2CI2 to be chromatographed. Purification of the crude material by silica gel chromatography using an ISCO machine (12 g column, 30 mL/min, 0-45% EtOAc in hexanes over 15 min, tr = 10.5 min) gave Preparation 46B (7.5 mg, 0.024 mmol, 1.195% yield) as a yellow solid. MS (ESI) : m/z = 31 1.0 [M+H]+. HPLC Peak tr = 1.73 minutes. HPLC conditions: Column:Luna CI 8 4.6x30mm 3u A: 10:90 H20:ACNNH4OAc/B: 10:90 H20:ACN NH4OAc; 0%-95%B in 2 min; 4mL/min flow.

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 83741-35-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HUANG, Audris; WO2012/44537; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about 83741-35-9

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 83741-35-9.

Preparation 47A: 4-Bromo-l- 4-fluorophenyl)-lH-benzo[d]imidazole[00151] A round bottom flask charged with molecular sieves, 4A (189 mg, 1.918 mmol) was flame-dried, then allowed to cool to room temperature. To this vial were added 4-bromo-lH-benzo[d]imidazole (0.378 g, 1.918 mmol), copper (II) acetate (0.523 g, 2.88 mmol), and 4-fluorophenylboronic acid (0.805 g, 5.76 mmol) followed by CH2CI2 (Volume: 9.59 ml) and triethylamine (0.695 ml, 4.99 mmol). The heterogeneous green reaction was stirred at room temperature. After 19 h, the reaction mixture was filtered through a disposable filter funnel and the filter cake rinsed with CH2CI2. The filtrate was concentrated to afford a green residue. The crude material was dissolved in a minimal amount of CH2CI2 to be chromatographed. Purification of the crude material by silica gel chromatography using an ISCO machine (24 g column, 35 mL/min, 0-100% EtOAc in hexanes over 25 min, tr = 13 min) gave 4-bromo-l-(4-fluorophenyl)-lH- benzo[d]imidazole (158 mg, 0.299 mmol, 15.56% yield) as a white solid. LC-MS showed by-product was present. The material was re-dissolved in a minimal amount of CH2CI2 (required a few drops of MeOH). Purification of the crude material by silica gel chromatography using an ISCO machine (12 g column, 30 mL/min, 0-25% EtOAc in hexanes over 13 min, tr = 10 min) gave Preparation 47A (158 mg, 0.299 mmol, 15.56% yield) as a white solid. LC-MS showed the product was 55% pure. The mixture was further purified by MPLC (40 g column, 36 mL/min, 30-60% EtOAc in hexanes) to afford Preparation 47A as a white solid (51 mg, 9.1%). MS (ESI) : m/z = 291.0 [M+H]+. HPLC Peak tr = 1.70 minutes was product. HPLC conditions: Column:Luna CI 8 4.6x30mm 3u A: 10:90 H20:ACN NH4OAc/B: 10:90 H20:ACN NH4OAc; 0%-95%B in 2 min; 4mL/min flow.

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 83741-35-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HUANG, Audris; WO2012/44537; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem