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3-(1H-benzoimidazol-2-yl)-N,N-diethyl-2-imino-chromen-7-amine synthesis

3synthesis methods
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Yield:17754-91-5 82%

Reaction Conditions:

Stage #1: 1H-benzimidazol-2-acetonitrilewith piperidine in methanol at 20; for 0.5 h;
Stage #2: 4-(Diethylamino)salicylaldehyde in methanol at 20; for 5 h;

Steps:

Synthesis of 3-Benzimidazole Iminocoumarin 3

To a solution of 2-cyano methyl benzimidazole 1 (0.55 g,2.8 mmol), piperidine (0.1 mL, 1.4 mmol) was added in dry methanol (50 mL), and the solution was stirred at room temperature for 30 min. Then 4-(N, N-diethyl amino)-2-hydroxybenzaldehyde (0.49 g, 2.8 mmol) was added. The mixture was stirred for 5 h at room temperature, and the precipitate was collected by filtration, washed with dry methanol,and dried under high vacuum to obtain a yellow solid of 3-benzimidazole iminocoumarin 3. Yield = 82 %, m.p.238 °C(lit.239 °C)

References:

Chemate, Santosh B.;Sekar, Nagaiyan [Journal of Fluorescence,2015,vol. 25,# 6,p. 1615 - 1628]