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CAS No. : | 4238-71-5 | MDL No. : | MFCD00005296 |
Formula : | C10H10N2 | Boiling Point : | No data available |
Linear Structure Formula : | C3H3N2CH2C6H5 | InChI Key : | KKKDZZRICRFGSD-UHFFFAOYSA-N |
M.W : | 158.20 | Pubchem ID : | 77918 |
Synonyms : |
|
Chemical Name : | 1-Benzyl-1H-imidazole |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation 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. |
Yield | Reaction Conditions | Operation 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. |
Yield | Reaction Conditions | Operation 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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