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5-amino-1-benzamido tetrazole and metal complex thereof

A technology of benzamidotetrazole and metal complexes, which can be applied to the 7/17 group organic compounds without C-metal bonds, the compounds of group 7/17 elements of the periodic table, copper organic compounds, etc., which can solve the difficulty Large size, unstable structure, safety hazards and other problems, to achieve the effect of simple preparation process, high product purity and good stability

Inactive Publication Date: 2014-04-02
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

More tetrazole compounds are limited to the connection of different functional groups on the 5-position carbon atom, and it is not easy to connect functional groups to the other four nitrogen atoms of the tetrazole ring, so the types of multi-substituted tetrazole compounds are relatively limited
At the same time, the tetrazole compound has a high nitrogen content, and its structure is not stable under certain conditions, which not only makes the synthesis very difficult, but also has certain safety hazards in the operation process.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1, 5-amino-1-benzamidotetrazole

[0027] Put 2.00 g (19 mmol) of cyanogen bromide in the reaction flask, add 10 mL of acetonitrile, stir and dissolve at 0 °C. Add 8.00 g (123 mmol) sodium azide solid, stir the reaction at 0 °C for 4 h, and filter. The filtrate was added dropwise into 30 mL of a 1:1 water-acetonitrile solution containing 1.36 g (10 mmol) of benzohydrazide, and the stirring was continued for 4 h. After the reaction, the solvent was drained. The precipitate was dried under vacuum at 80°C to obtain a white solid, namely 5-amino-1-benzamidotetrazole. Yield: 63%. The reaction formula is:

[0028] BrCN + NaN 3 + C 6 h 5 CONHNH 2 → [(NH 2 )(C 6 h 5 CONH)CN 4 ]

Embodiment 2

[0029] Embodiment 2, 5-amino-1-benzamidotetrazole

[0030] Put 2.12 g (20 mmol) of cyanogen bromide in the reaction flask, add 7.80 g (120 mmol) of sodium azide solid, dissolve in 10 mL of acetonitrile, stir the reaction at 0 °C for 4 h, and filter. The filtrate was added to 30 mL aqueous solution containing 1.36 g (10 mmol) benzoylhydrazine at 5 °C, and stirred for 4 h. After the reaction, the solvent was vacuum-dried to obtain a white solid, which was 5-amino-1-benzamidotetrazole. Yield: 59%. The reaction formula is:

[0031] BrCN + NaN 3 + C 6 h 5 CONHNH 2 → [(NH 2 )(C 6 h 5 CONH)CN 4 ]

Embodiment 3

[0032] Embodiment 3, 5-amino-1-benzamido tetrazole silver nitrate

[0033] Dissolve 2.04 g (10 mmol) of 5-amino-1-benzamidotetrazole in 10 mL of water, add 20 mL of an aqueous solution containing an equimolar amount of (1.70 g, 10 mmol) silver nitrate, and fully stir the reaction in the dark 1 h. The solution was filtered, and the precipitate was vacuum-dried at 80°C to obtain a white solid, which was 5-amino-1-benzamidotetrazolium silver nitrate. Yield: 95%. The reaction formula is:

[0034] AgNO 3 + [(NH 2 )(C 6 h 5 CONH)CN 4 ] → Ag[(NH 2 )(C 6 h 5 CONH)CN 4 ]NO 3

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PUM

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Abstract

The invention discloses a novel tetrazole compound and a metal complex thereof, and preparation methods of the compounds, and belongs to technical fields of novel chemical materials and preparation thereof. The preparation method of the 5-amino-1-benzamido tetrazole comprises the steps that cyanogen halogenide reacts with sodium azide in a solvent; the obtained mixed solution / filtrate reacts with benzoyl hydrazine in the solvent, so as to prepare 5-amino-1-benzamido tetrazole. The 5-amino-1-benzamido tetrazole reacts with a metal salt in the solvent, so as to obtain the product, namely the metal complex of the 5-amino-1-benzamido tetrazole. The 5-amino-1-benzamido tetrazole has multi-point coordination characteristics and good stability. The 5-amino-1-benzamido tetrazole and the metal complex thereof are simple in preparation process, easy to operate and high in product purity, and play important roles in application as a ligand and a functional material.

Description

technical field [0001] The present invention relates to a class of novel tetrazole compounds and metal complexes thereof, in particular to a class of novel 5-amino-1-benzamido tetrazoles and metal complexes based on this tetrazole, and to these compounds The preparation method belongs to the field of novel chemical materials and preparation technology thereof. Background technique [0002] The tetrazole compound is a five-membered nitrogen-rich heterocyclic compound composed of four nitrogen atoms and one carbon atom. Generally, the structure of the tetrazole compound is changed by different functional groups connected to the carbon atom, and corresponding physical and chemical properties are introduced. The tetrazole compound has a high nitrogen content and many sites that can be coordinated with metals. Due to its easy-to-adjust and design structure and relative stability, it has gradually attracted people's attention in recent years and has been used to prepare adsorbents...

Claims

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Application Information

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IPC IPC(8): C07D257/06C07F1/10C07F1/08C07F3/06C07F15/06C07F13/00
CPCC07D257/06C07F1/08C07F1/10C07F3/06C07F13/005C07F15/065
Inventor 何玲刘航宇陶国宏
Owner SICHUAN UNIV
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