| Identification | More | [Name]
2-(4-Chlorobenzyl)benzimidazole | [CAS]
5468-66-6 | [Synonyms]
2-(4-CHLOROBENZYL)-1H-BENZIMIDAZOLE
2-(4-CHLOROBENZYL)BENZIMIDAZOLE
2-(P-CHLOROBENZYL)BENZIMIDAZOLE
ZERENEX E/5046116
2-[(4-Chlorophenenyl)methyl]-1H-benzimidazole
1(H)-2-(P-CHLORO)-BENZYL BENZIMIDAZOLE
2-[(4-Chlorophenenyl)methyl]-1H-benzimidazol
2-(P-CHLOROBENZYL)BENZIMIDAZOL | [EINECS(EC#)]
1308068-626-2 | [Molecular Formula]
C14H11ClN2 | [MDL Number]
MFCD02093922 | [Molecular Weight]
242.7 | [MOL File]
5468-66-6.mol |
| Chemical Properties | Back Directory | [Appearance]
purple-pinkish crystalline powder | [Melting point ]
197.3-198 °C | [Boiling point ]
479.7±28.0 °C(Predicted) | [density ]
1.301±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
11.72±0.10(Predicted) | [InChI]
InChI=1S/C14H11ClN2/c15-11-7-5-10(6-8-11)9-14-16-12-3-1-2-4-13(12)17-14/h1-8H,9H2,(H,16,17) | [InChIKey]
COGUOPIIFAMLES-UHFFFAOYSA-N | [SMILES]
C1(CC2=CC=C(Cl)C=C2)NC2=CC=CC=C2N=1 | [CAS DataBase Reference]
5468-66-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Chemical Properties]
purple-pinkish crystalline powder | [Synthesis]
The general procedure for the synthesis of 2-(4-chlorobenzyl)benzimidazole from 4-chlorophenylacetic acid and o-phenylenediamine was as follows: 4-chlorophenylacetic acid (101.8 mmol) and sodium benzoate (0.37 mg, 0.46 mmol) were added to a 50 mL reaction flask fitted with a mechanical stirrer, a thermometer, a water separator and a reflux condenser. The reaction mixture was heated to 110 °C, followed by the addition of o-phenylenediamine (10 g, 92.5 mmol) and the temperature was raised to 120 °C and maintained for 1 hour. The course and endpoint of the reaction was monitored by thin layer chromatography (TLC) (unfolding agent: ethyl acetate to petroleum ether in a volume ratio of 1:1, Rf=0.41). Upon completion of the reaction, the reaction mixture was neutralized with 5% by weight NaOH solution to pH 7.0 to 8.5. The resulting precipitate was filtered and washed with water to neutrality to give the crude product. The crude product was recrystallized with a mixed ethanol-water solvent (1:2 to 1:3, v/v), filtered and dried to give 21.3 g of pure 2-(4-chlorobenzyl)benzimidazole. | [References]
[1] Patent: CN103483266, 2016, B. Location in patent: Paragraph 0054; 0055; 0056
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 8, p. 1872 - 1878
[3] Journal of the American Chemical Society, 1954, vol. 76, p. 1883,1886
[4] Pharmazie, 2003, vol. 58, # 5, p. 303 - 307 |
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