2,2'-bis(2-hydroxy-4-sulfonic-1-naphthylamine azoxyl)-5,5'-dimethyl-4,4'-bithiazole and preparation method thereof

A naphthylaminoazo and bithiazole technology, which is applied in the field of diheterocyclic triazene compounds, can solve the problems of fluorescence detection of few metal ions, and the selectivity and sensitivity need to be improved, and achieves simple preparation method, high sensitivity, Sensitive effect

Inactive Publication Date: 2012-01-11
SHANXI DATONG UNIV
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Problems solved by technology

However, the selectivity and sensitivity need to be improved, and it is often only used as a chromogenic reagent for photometric analysis, and is rarely used as a fluorescent reagent for the fluorescence detection of metal ions.

Method used

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  • 2,2'-bis(2-hydroxy-4-sulfonic-1-naphthylamine azoxyl)-5,5'-dimethyl-4,4'-bithiazole and preparation method thereof
  • 2,2'-bis(2-hydroxy-4-sulfonic-1-naphthylamine azoxyl)-5,5'-dimethyl-4,4'-bithiazole and preparation method thereof
  • 2,2'-bis(2-hydroxy-4-sulfonic-1-naphthylamine azoxyl)-5,5'-dimethyl-4,4'-bithiazole and preparation method thereof

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Embodiment 1

[0040] 2, 2'-bis(2-hydroxy-4-sulfonic acid-1-naphthylaminoazo)-5, 5' - Dimethyl-4, 4' - Bithiazole (BHSNAADMBT), its molecular structural formula:

[0041]

[0042] 2, 2'-bis(2-hydroxy-4-sulfonic acid-1-naphthylaminoazo)-5, 5' - Dimethyl-4, 4' - The preparation method of bithiazole (BHSNAADMBT), comprises the following steps:

[0043] (1) Preparation of 2,5-dibromohexanedione

[0044] Add 28.5g (0.25mol) of 3,4-hexanedione, 45mL of chloroform and 10mL of glacial acetic acid into a 250mL three-necked flask equipped with a magnetic stirrer dropping funnel and a reflux device, stir and heat to about 80°C on an oil bath , Slowly drop the mixture of 80g liquid bromine and 30mL chloroform from the separatory funnel, and the reaction starts immediately. After the bromine is added dropwise, continue to heat until the solution turns from brown-red to orange-yellow, then quickly cool it to 0°C in an ice bath, and a yellow needle-like precipitate will appear. Filter it with ...

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Abstract

The invention relates to a bis-heterocyclic triazene compound, and specifically relates to a 2,2'-bis(2-hydroxy-4-sulfonic-1-naphthylamine azoxyl)-5,5'-dimethyl-4,4'-bithiazole and a preparation method thereof. The preparation method comprises the following steps of: (1) preparation of 2,5-dibromohexanedione; (2) preparation of 2,2'-diamino-5,5'-dimethyl-4,4'-bithiazole; (3) preparation of 5,5'-dimethyl-4,4'-bithiazole-2,2'- bis-diazonium salt; (4) preparation of an objective product BHSNAADMBT. The technical scheme of the invention connects bithiazole heterocycle and naphthalene ring derivative with fluorescence property together to synthesize a reagent with double functional-analytical groups and large steric hindrance; and the compound of the invention not only has high reaction sensitivity with metal ions, but also has good selectivity. The reagent is a good photometric analysis developer and a novel fluorescence analytical reagent with high sensitivity and good selectivity as well.

Description

Technical field [0001] The present invention involves a dual-ring three nitrogenized compound, which is specifically 2, 2'-dual (2-hydroxyl-4-sulfate-1-萘 ammonia pupil nitrogen-based) -5, 5'-dizomy-4, 4'-couplet azazole and its preparation methods. Background technique [0002] Total nitrogen reagents are excellent coloring agents for the optical analysis of metal ions such as silver, cadmium, mercury, nickel, and copper (Teng Enjiang, Jiang Wanquan, Zhu Yurui, etc., chemical reagents, 1992, 14 (2): 109).Because it contains -N = N-NH-functional base, because P-π co-轭, -NH-has strong acidity.Under alkaline conditions, it is easy to match the transition metal ion after exfoliating, which is a good coaling group.This type of reagent has the advantages of high sensitivity and easy coexistence, which has attracted much attention.However, selectivity and sensitivity need to be improved, and it is often used as a color analysis only as a color rendering agent. It is rarely used as a flu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/50C09K11/06C09B26/06G01N21/78G01N21/64
Inventor 王君玲张殿龙樊月琴王科伟贾治芳
Owner SHANXI DATONG UNIV
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