2-(4-Chlorobenzyl)benzimidazole
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2-(4-Chlorobenzyl)benzimidazole
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CAS No:
5468-66-6
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Formula:
C14H11ClN2
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Chemical Name:
2-(4-Chlorobenzyl)benzimidazole
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Synonyms:
ZERENEX E/5046116;2-(4-Chlorobenzyl)be;2-(P-CHLOROBENZYL)BENZIMIDAZOL;2-(4-CHLOROBENZYL)BENZIMIDAZOLE;2-(P-CHLOROBENZYL)BENZIMIDAZOLE;2-of chloridebenzyl benziMidazole;2-on chloridebenzyl benziMidazole;Chlorobenzyl benziMidazole (CBBI);2-(p-Chlorobenzyl)benzimidazole,99%;2-(4-CHLOROBENZYL)-1H-BENZIMIDAZOLE
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CAS No:
2-(4-Chlorobenzyl)benzimidazole Use and Manufacturing
(101.8 mmol) of 4-chlorophenylacetic acid and 0.37 mg (0.46 mmol) of sodium benzoate were added to a 50 ml reaction flask equipped with a mechanical stirrer, thermometer, water separator and reflux condenser. The temperature was increased to 110 C, and 10 g (92.5 mmol) of o-phenylenediamine was added thereto, and the temperature was raised to 120 ° C for 1 hour. The reaction process and reaction endpoint were monitored by TLC (Developing solvent: ethyl acetate: petroleum ether = 1: 1, Rf = 0.41). The reactants were neutralized with 5 wtpercent Na0H solution and stirred until the pH was 7. 0 to 8.5; filter, washed with water to neutral crude, with ethanol - water mixed solvent recrystallization (volume ratio of 1: 2 ~ 1: 3), filtration, drying in pure 21 3g, theGeneral procedure: To a stirred solution of benzene-1, 2-diamine 1 (1.85 mmol)in xylenes (10 mL) were added carboxylic acid 2 (2.77 mmol)and boric acid (0.185 mmol). The resulting solution wasrefluxed for 16 h. After cooling to room temperature, the reactionwas concentrated under reduced pressure and diluted withEtOAc (50 mL). The organic phase was washed with saturatedNaHCO3 solution (2 50 mL), dried over anhydrous Na2SO4and then concentrated under reduced pressure. The residuewas purified by silica gel flash column chromatography (elutingwith 10–15percent Ethyl acetate in hexanes) to afford the title compounds3a–y and 5.6.2.5 General procedure: To a well stirred solutionof o-phenylenediamine (0.01 mol) in methanol (30 mL), compounds 1a, b (0.012 mol) was added and stirred at roomtemperature overnight. After the reaction was completed(monitored by TLC, ethyl acetate:hexane, 3:1), the productwas precipitated by addition of water and it was filtrated, dried and recrystallized from ethanol-water (1:1).
Computed Properties
Molecular Weight:242.70
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:242.0610761
Monoisotopic Mass:242.0610761
Topological Polar Surface Area:28.7
Heavy Atom Count:17
Complexity:251
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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