Stenhouse donor-receptor adduct of Meldrum's acid-activated furan and 3-pyridylethylamine, and synthesis method thereof
A synthetic method, technology of pyridineethylamine, applied in chemical instruments and methods, organic chemistry, color-changing fluorescent materials, etc., can solve problems such as harsh reaction conditions, poor selectivity, and rare raw materials, and achieve easy purification, easy acquisition, and low cost Effect
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Embodiment 1
[0041] Aromatic compound I of the present invention, its molecular structure is as follows:
[0042]
[0043] The preparation method of the furan compound of present embodiment 1 comprises the following steps:
[0044] In the two-necked bottle, according to the molar ratio of 2-furyl aldehyde: cycloisopropylidene malonate=1:1.1, 2-furyl aldehyde and cycloisopropylidene malonate were mixed first, and then deionized water was added as Solvent, reacted at 75°C for 3h. After the reaction, add CH 2 Cl 2 Extract crude product, CH 2 Cl 2 Extract water (25ml*3) then concentrate CH 2 Cl 2 Phase, add saturated NH successively 4 Cl solution, saturated NaCl solution, saturated NaHSO 4 , saturated NaHCO 3 solution, for CH 2 Cl 2 phase was washed, and then a small amount of water in the aqueous phase was dried with anhydrous magnesium sulfate, rotary evaporated, and vacuumized by an oil pump to obtain a yellow blocky solid (to be stored in nitrogen). It was characterized by N...
Embodiment 2
[0046] The target compound, its molecular structure is shown in the following formula:
[0047]
[0048] The preparation method of the DASA compound of present embodiment 2 comprises the following steps:
[0049] Under nitrogen protection, in a one-necked flask according to the molar ratio 3-Pyridylethylamine mix. The mixture was added to a tetrahydrofuran solution, stirred at 23°C for 10 minutes, and then cooled at 0°C for 20 minutes. The reaction mixture was then filtered to collect the precipitated solid, which was washed with cold diethyl ether and dried in vacuo to give a red solid. NMR and IR characterization were performed on it, and the results were as follows: figure 2 , image 3 shown.
Embodiment 3
[0051]Compound II was recrystallized in methanol and allowed to stand for 1-2 days to obtain Compound III. It is characterized by XRD, such as Figure 4 shown.
[0052] The crystal data obtained after recrystallization of the red solid are shown in Table 1 below.
[0053]
[0054]
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