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[ CAS No. 5851-44-5 ] {[proInfo.proName]}

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Chemical Structure| 5851-44-5
Chemical Structure| 5851-44-5
Structure of 5851-44-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 5851-44-5 ]

CAS No. :5851-44-5 MDL No. :MFCD00714456
Formula : C11H14N2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 174.24 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 5851-44-5 ]

* 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 [ 5851-44-5 ]

[ 5851-44-5 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 5851-44-5 ]
  • [ 74733-28-1 ]
  • [ 133052-57-0 ]
  • 2
  • [ 5851-44-5 ]
  • [ 74733-27-0 ]
  • 4-(2-Butyl-benzoimidazol-1-ylmethyl)-2-methoxy-benzoic acid methyl ester [ No CAS ]
  • 3
  • [ 5851-44-5 ]
  • [ 128577-48-0 ]
  • [ 133052-53-6 ]
  • 4
  • [ 5851-44-5 ]
  • [ 88089-94-5 ]
  • [ 133052-55-8 ]
  • 5
  • [ 5851-44-5 ]
  • [ 589-15-1 ]
  • [ 1247725-67-2 ]
YieldReaction ConditionsOperation in experiment
71% With Cs2CO3 In N,N-dimethyl-formamide at 120℃; Microwave irradiation; Inert atmosphere; 5.1.2 General procedure for N-alkylation of heterocycles (6a-6r) General procedure: The corresponding heterocycle (1.0mmol, 1 equiv.), 4-bromobenzyl bromide (1.2mmol, 1.2 equiv.) and cesium carbonate (2mmol, 2 equiv.) in N,N’-dimethylformamide (5.0M) was stirred at 120°C under microwave irradiation for 30min. The reaction was quenched with water (50mL), extracted with ethyl acetate (2×50mL). The combined organic layers were washed with water (30mL), brine (25mL) and dried over anhydrous MgSO4 and concentrated in vacuo. The crude product was purified by FCC (0-5% MeOH in CH2Cl2) to afford the N-alkylated heterocycles in 52-79% yield.
71% With Cs2CO3 In N,N-dimethyl-formamide at 120℃; Microwave irradiation; Inert atmosphere; 5.1.2 General procedure for N-alkylation of heterocycles (6a-6r) General procedure: The corresponding heterocycle (1.0mmol, 1 equiv.), 4-bromobenzyl bromide (1.2mmol, 1.2 equiv.) and cesium carbonate (2mmol, 2 equiv.) in N,N’-dimethylformamide (5.0M) was stirred at 120°C under microwave irradiation for 30min. The reaction was quenched with water (50mL), extracted with ethyl acetate (2×50mL). The combined organic layers were washed with water (30mL), brine (25mL) and dried over anhydrous MgSO4 and concentrated in vacuo. The crude product was purified by FCC (0-5% MeOH in CH2Cl2) to afford the N-alkylated heterocycles in 52-79% yield.
Stage #1: 2-butyl-1H-benzimidazol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Stage #2: 1-bromo-4-(bromomethyl)benzene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 5h; 4.1.7. General procedure for the preparation of 1-(4-bromo-benzyl)-benzimidazole (14a-14l) General procedure: NaH (0.48 g, 60% in mineral oil, 12.0 mmol) was added in batches to a solution of 13 in DMF (10 mL) at 0 °C, and the mixture was stirred for 15 min. A solution of 1-bromo-4-(bromomethyl)benzene (1.0 g, 4.0 mmol) in DMF (5 mL) was then added and the mixture was stirred for 5 h at room temperature. The mixture was poured into cold saturated NaCl solution, filtered, and the filter cake was recrystallized with 95% alcohol to give 14a-14l as white solid in yields of 45-65%.
  • 6
  • [ 5851-44-5 ]
  • [ 944-33-2 ]
  • [ 1560633-48-8 ]
YieldReaction ConditionsOperation in experiment
67% With sodium acetate In tetrahydrofuran at 20℃; for 24h;
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