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Preparation method of-2-(N-carbazolyl)-ethoxy carbohydrazide

An ethoxycarbazide and carbazole-based technology is applied in the field of preparation of 2-ethoxycarbazide, and can solve the problems of low component detection sensitivity, high fluorescence quantum efficiency, unstable derivative products, and the like, Achieve the effects of fast derivatization, high fluorescence quantum efficiency, and good application prospects

Inactive Publication Date: 2008-08-20
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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Problems solved by technology

According to existing reports, the existing reagents have the following defects: low reactivity, slow derivatization speed, unstable derivative products, high fluorescence quantum efficiency, low detection sensitivity of components before and after elution, and must be tested for 8 hours (90° C.) The reduction reaction was directly applied to chromatographic analysis

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  • Preparation method of-2-(N-carbazolyl)-ethoxy carbohydrazide
  • Preparation method of-2-(N-carbazolyl)-ethoxy carbohydrazide

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Embodiment Construction

[0020] Add 30g of carbazole and 150mL of dimethyl sulfoxide into a 500ml round bottom flask, start electromagnetic stirring and heat, add 10g of potassium hydroxide in batches within 20 minutes, keep the temperature of the solution at 100°C and reflux and stir for 30 minutes, and 40 g of 2-bromoethanol was added within 1 hour, and the temperature was kept at 100° C., and the reaction was continued under reflux and stirring for 2.5 hours, and the solution gradually turned dark brown. Cool the mixture in the flask to room temperature. After the reaction is complete, use a rotary evaporator to evaporate the solvent under the condition of heating an oil bath. The residue is washed with water three times, dried and heated to boiling with n-hexane for extraction. After cooling, a white solid is precipitated. , After suction filtration, the filter cake was recrystallized twice with n-hexane to obtain white needle-like crystals.

[0021] 15g of phosgene is dissolved in 100ml of methyl...

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Abstract

The preparation process of 2-(N-carbazolyl)-ethoxy carbohydrazide includes the following steps: the reaction of carbazole and 2-bromo ethanol inside dimethyl sulfoxide solvent with potassium hydroxide as catalyst to produce 2-(N-carbazolyl)-ethanol; the reaction of 2-(N-carbazolyl)-ethanol and phosgene inside dichloro methane solvent under stirring for 24 hr to obtain 2-(N-carbazolyl)-ethyl chlorocarbonate; re-crystallization to purify 2-(N-carbazolyl)-ethyl chlorocarbonate; and reaction of purified 2-(N-carbazolyl)-ethyl chlorocarbonate and hydrazine hydrate to obtain the object product 2-(N-carbazolyl)-ethoxy carbohydrazide. The object product 2-(N-carbazolyl)-ethoxy carbohydrazide may be further re-crystallized to purify before being used for derivation reaction experiment.

Description

technical field [0001] The invention relates to a preparation method of a fluorescent reagent, in particular to a preparation method of 2-(N-carbazolyl)-ethoxycarbohydrazide. Background technique [0002] Due to the special structural properties of carbazolyl, in the existing reports, the research mainly focuses on the discussion of its quantum properties. Such as the transition of π-electrons, the influence of solvent properties on the fluorescence properties of carbazole derivatives, etc. The structures of carbazole derivatives whose fluorescent properties have been studied are shown in Table 1. On the other hand, complexation of carbazole with metal ions and copolymerization with acrylic acid can also obtain substances with special optical and electrical properties. There are also reports on the use of simple derivatives of carbazole, such as carbazole-N-acetyl chloride, as fluorescent derivatization reagents. According to existing reports, the existing reagents have t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/82G01N30/02
Inventor 张玉奎张琳张丽华张维冰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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