A kind of bisbenzimidazole fluorescent dye, preparation method and application thereof
A bibenzimidazole and fluorescent dye technology, applied in the field of biological fluorescent dyes, can solve the problems of a large number of impurities, increase the difficulty of post-processing, reduce the yield, etc., achieve mild conditions, quickly label and detect DNA, and improve sensitivity and accuracy Effect
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0040] Preparation of compound 3
[0041] Combine 5-chloro-2-nitroaniline (2.59g, 15mmol), methylpiperazine (1.5g, 15mmol) and carbonic acid
[0042] Potassium (2.1 g, 15 mmol) was added to DMF, mixed, and refluxed until the reaction was complete. The mixture was poured into cold water, extracted with ethyl acetate, the organic layer was separated, washed with water, dried over anhydrous sodium sulfate, concentrated, and subjected to silica gel column chromatography to obtain 3 g of a pale yellow solid with a yield of 85%. 1 H NMR (500 MHz, DMSO) δ7.83 (d, 1H), 7.13 (s, 1H), 6.39 (d, 1H), 6.27 (s, 1H), 3.61 – 3.53 (t, 2H), 3.47 – 3.39 (t, 2H), 2.55 (t, 2H), 2.40 (t, 2H), 2.25 (s, 3H).
Embodiment 2
[0044] Preparation of compound 4
[0045] Compound 3 (30 g, 127 mmol) and 5% palladium on carbon (18 g) were added to anhydrous ethanol, and at room temperature, hydrogen
[0046] Hydrogenation was carried out in the solution, the catalyst was removed by filtration, and the solvent was evaporated to dryness to obtain 24.5 g of a yellow-brown precipitate with a yield of 93.5%. 1 H NMR (500 MHz, CDCl 3 ) δ = 6.26 (d, 1H), 6.02 (m, 1H), 5.78 (d, 1H), 4.22 (m, 4H), 3.69 – 3.59 (t, 2H), 3.53 – 3.43 (t, 2H), 2.66 – 2.54 (t, 2H), 2.47 –2.38 (t, 2H), 2.29 (s, 3H).
Embodiment 3
[0048] Preparation of compound 5a
[0049] 3-Nitro-4-aminobenzonitrile (4.8 g, 30 mmol) was dissolved in absolute ethanol. After cooling in the ice bath, hydrogen chloride gas was bubbled through the solution, maintaining the temperature between 0-1 ºC. The reaction mixture was stored in a refrigerator (4°C) for 4-5 days to obtain an orange-yellow precipitate, which was filtered and washed with anhydrous ether to obtain a precipitate of 7.2 g with a yield of 98%. 1 H NMR (500 MHz, DMSO)δ 7.54 (s, 1H), 7.44 (dd, 1H), 6.94 (d, 1H), 3.67 (m, 2H), 1.31 (t, 3H).
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More