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Chemical Structure| 4238-71-5 Chemical Structure| 4238-71-5
Chemical Structure| 4238-71-5

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1-Benzylimidazole is an imidazole derivative with antibacterial, antiviral, and other biological activities.

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Product Details of 1-Benzylimidazole

CAS No. :4238-71-5
Formula : C10H10N2
M.W : 158.20
SMILES Code : C(N1C=CN=C1)C1=CC=CC=C1
MDL No. :MFCD00005296
InChI Key :KKKDZZRICRFGSD-UHFFFAOYSA-N
Pubchem ID :77918

Safety of 1-Benzylimidazole

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 1-Benzylimidazole

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 4238-71-5 ]

[ 4238-71-5 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 4238-71-5 ]
  • [ 14172-90-8 ]
  • [ 680593-39-9 ]
  • 2
  • [ 101853-78-5 ]
  • [ 4238-71-5 ]
  • [ 106848-38-8 ]
YieldReaction ConditionsOperation in experiment
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25℃; for 2h;Inert atmosphere; General procedure: PdCl2(dppf), PdCl2(tbpf) and (A.caPhos)PdCl2. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl2(dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.
  • 3
  • [ 106848-38-8 ]
  • [ 4238-71-5 ]
YieldReaction ConditionsOperation in experiment
65% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25℃; for 41h;Inert atmosphere; General procedure: PdCl2(dppf), PdCl2(tbpf) and (A.caPhos)PdCl2. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl2(dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.
  • 4
  • [ 4238-71-5 ]
  • [ 1194-21-4 ]
  • 3-(2-amino-6-oxo-1,6-dihydropyrimidin-4-yl)-1-benzyl-1H-imidazolium chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% In 1,2-dichloro-benzene; for 1.5h;Reflux; 4.5 3-(2-Amino-6-oxo-1,6-dihydropyrimidin-4-yl)-1-benzyl-1H-imidazolium chloride (10d) A solution of 146 mg (1.0 mmol) of <strong>[1194-21-4]2-amino-6-chloropyrimidin-4(3H)-one</strong> and 475 mg (3.0 mmol) of 1-benzyl-1H-imidazole in 15 mL of 1,2-dichlorobenzene was heated to reflux temperature over a period of 1.5 h. After cooling, a solid precipitated which was filtered off and thoroughly washed with ethyl acetate. Yield: 79 mg (26percent). Dec>135 °C. 1H NMR (400 MHz, DMSO-d6): delta=5.52 (s, 2H, CH2), 6.20 (s, 1H, 5-H), 7.15 (s, 2H, NH2), 7.39-7.45 (m, 3H, Ar-H), 7.48-7.51 (m, 2H, Ar-H), 7.99 (m, 1H, 5'-H), 8.32 (m, 1H, 4'-H), 9.93 (s, 1H, 2'-H), 11.35 (s, 1H, NH) ppm 13C NMR (100 MHz, DMSO-d6): delta=52.5, 89.5, 119.3, 123.5, 128.5, 128.9, 129.0, 134.3, 135.1, 153.0, 156.2, 162.9 ppm. IR (ATR) 3266, 3109, 2920, 2769, 1644, 1366, 1159, 970, 795 cm-1. MS (ESI-MS): m/z=268.1. HR-ESI-MS [C14H14N5O]: 268.1199, calcd 268.1198.
 

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