CN109734730A - A kind of 2- hydroxy quinoxaline silver complex and its synthetic method - Google Patents
A kind of 2- hydroxy quinoxaline silver complex and its synthetic method Download PDFInfo
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- CN109734730A CN109734730A CN201910035953.4A CN201910035953A CN109734730A CN 109734730 A CN109734730 A CN 109734730A CN 201910035953 A CN201910035953 A CN 201910035953A CN 109734730 A CN109734730 A CN 109734730A
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- hydroxy quinoxaline
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Abstract
The invention discloses a kind of 2- hydroxy quinoxaline silver complex and its synthetic method, molecular formula C16H12Ag2N6O8, molecular weight 632.06;Synthetic method is: 2- hydroxy quinoxaline and silver nitrate are dissolved in methanol solvate respectively;Resulting two kinds of mixed solutions are added in polytetrafluoroethylene (PTFE) high-pressure hydrothermal reaction kettle, react 8 hours under 80 degree of hydrothermal reaction condition, are cooled to room temperature after reaction;Cooled and filtered, collection obtains light yellow solid crystal, 24 hours dry in 60 degree of baking oven with acetone washing 3 times, and the 2- hydroxy quinoxaline silver complex of high-purity is made.2- hydroxy quinoxaline silver complex of the invention has the potential application of antibacterial, antiviral, anticancer and catalysis etc..
Description
Technical field
The present invention relates to silver complex, specifically a kind of 2- hydroxy quinoxaline silver complex and its synthetic method.
Background technique
Quinoxaline and its derivative are a kind of important benzopyrazines heterocyclic compounds, have extensive bioactivity,
It can be used as antitumor agent, HIV-1 reverse transcriptase inhibitor, nmda receptor antagonist, plant growth regulator, fungicide, desinsection
The numerous areas such as agent, weeding chaste tree, fluorescence probe and dyestuff intermediate (Lee is careless, Chinese journal of Medicinal Chemistry, and 2007,17:183-
187).And 2- hydroxy quinoxaline is also a kind of nitrogen-containing heterocycle compound, has been widely used in tuberculosis, endocrine and infection
The development field (Huang Dongyang, using chemical industry, 2017,12:2323-2327) of property disease therapeuticing medicine.Recent study is shown, silver-colored
Complex have antibacterial, antiviral, anticancer and light-catalysed effect (Li Shixiong, Chinese Journal of Inorganic Chemistry, 2015,2:291-296;
Wang, C. C., Journal of Molecular Structure, 2014,1074:92-99).And 2- hydroxyl quinoline
Quinoline molecule has preferable planar structure and coordination atom abundant, complex easy to form.It is contemplated that this kind of complex is easy
It is had an effect with the DNA of inserted mode and tumour or virus, to achieve the purpose that antitumor, antiviral.It can be seen that 2- hydroxyl
The metal medicine complex of base quinoxaline has preferable potential application foreground.
Summary of the invention
The purpose of the present invention is to provide a kind of new 2- hydroxy quinoxaline silver complexes and its synthetic method.
Realizing the technical solution of the object of the invention is:
A kind of 2- hydroxy quinoxaline silver complex, molecular formula C16H12Ag2N6O8, molecular weight 632.06, structural formula is such as
Under:
。
The 2- hydroxy quinoxaline silver complex monocrystalline has following structured datas: monoclinic system,P21/cSpace
Group, a=13.9949 (12), b=9.2241 (7), c=7.3110 (10), β=101.945 (11) °, V=
923.34(17) Å3。
The preparation method of 2- hydroxy quinoxaline silver complex of the present invention, including the following steps:
(1) 2- hydroxy quinoxaline and silver nitrate are taken, is dissolved in anhydrous methanol solvent respectively;
(2) two kinds of mixed solutions obtained in step (1) are added in polytetrafluoroethylene (PTFE) high-pressure hydrothermal reaction kettle, in 80 degree of water
It reacts 8 hours under thermal rection condition, is cooled to room temperature after reaction;
(3) cooled and filtered, collection obtain light yellow solid crystal;
(4) by step (3) resulting solid crystal with acetone washing 2-3 times;
(5) step (4) resulting solid crystal is 24 hours dry in 60 degree of baking oven, 2- hydroxy quinoxaline silver is prepared
Complex.
The mass ratio of 2- hydroxy quinoxaline described in step (1) and silver nitrate is 0.0292:0.0338;
The mass ratio of the 2- hydroxy quinoxaline and anhydrous methanol is 0.0292:3.959;
The mass ratio of the silver nitrate and anhydrous methanol is 0.0338:3.959.
2- hydroxy quinoxaline, silver nitrate, anhydrous methanol and acetone of the present invention are commercially available.
2- hydroxy quinoxaline silver complex of the invention also has Ag-Ag metallic bond and N- other than with Ag-N key
HO hydrogen bond.The ligancy of the central metal Ag (I) of 2- hydroxy quinoxaline silver complex is three, it have empty metal from
Sub- site, antibacterial, antiviral, anticancer, fluorescence and in terms of have potential application value.
Specific embodiment
The content of present invention is further described below with reference to embodiment, but is not limitation of the invention.
Embodiment 1
A kind of preparation of 2- hydroxy quinoxaline silver complex, includes the following steps:
(1) (0.0292 g, 0.2 mmol) 2- hydroxy quinoxaline is taken, (0.0338 g, 0.2 mmol) silver nitrate is dissolved in 5 respectively
In mL anhydrous methanol;
(2) resulting two kinds of solution is mixed and is added in polytetrafluoroethylene (PTFE) high-pressure hydrothermal reaction kettle, in 80 degree of hydro-thermal reaction item
React 8 hours under part, after reaction with 5 degree per hour program be cooled to 25 degree of room temperature or so;
(3) it filters, collection obtains light yellow solid crystal;
(4) with the acetone washing solid crystal of 3 mL 3 times;
(5) then that solid crystal is 24 hours dry in 60 degree of baking oven, it is brilliant that 2- hydroxy quinoxaline silver complex is prepared
0.0542 g of body, yield about 86%.
Embodiment 2:
The present invention be prepared 2- hydroxy quinoxaline silver complex monocrystalline X-ray diffraction experiment condition and result it is as follows:
The experiment of monocrystalline X-ray diffraction carries out on Bruker diffractometer, using the Mo target of graphite monochromator, temperature 293K, electricity
Pressure is that independent point diffraction is collected within the scope of 50kV, electric current 80mA, carries out structure using SHELXS-97 and SHELXL-97 program bag
Parsing plus hydrogen and refine, all non-hydrogen atoms use complete matrix least square method (Full-matrix least-squares
refinement base on F2) structure refinement is carried out, all non-hydrogen atoms all make anisotropy refine, and related crystal is other
Some detailed information are listed in table 1, table 2 and table 3.
。
。
。
Claims (4)
1. a kind of 2- hydroxy quinoxaline silver complex, it is characterised in that: its molecular formula is C16H12Ag2N6O8, molecular weight is
632.06, structural formula is as follows:
。
2. 2- hydroxy quinoxaline silver complex according to claim 1, it is characterised in that: the 2- hydroxy quinoxaline silver
Complex monocrystal has following structured datas: monoclinic system,P21/cSpace group, a=13.9949 (12), b=
9.2241 (7), c=7.3110 (10), β=101.945 (11) °, V=923.34 (17)3。
3. the synthetic method of 2- hydroxy quinoxaline silver complex according to claim 1, it is characterized in that being, including as follows
Step:
(1) 2- hydroxy quinoxaline and silver nitrate are taken, is dissolved in anhydrous methanol solvent respectively;
(2) the resulting two kinds of solution of step (1) is mixed and is added in polytetrafluoroethylene (PTFE) high-pressure hydrothermal reaction kettle, in 80 degree of hydro-thermal
It reacts 8 hours under reaction condition, is cooled to room temperature after reaction;
(3) cooled and filtered, collection obtain light yellow solid crystal;
(4) by step (3) resulting solid crystal with acetone washing 3 times;
(5) step (4) resulting solid crystal is 24 hours dry in 60 degree of baking oven, 2- hydroxy quinoxaline silver is prepared
Complex.
4. synthetic method according to claim 2, it is characterised in that: 2- hydroxy quinoxaline and nitric acid described in step (1)
The mass ratio of the additional amount of silver is 0.0292:0.0338;
The mass ratio of the 2- hydroxy quinoxaline and anhydrous methanol is 0.0292:3.959;
The mass ratio of the silver nitrate and anhydrous methanol is 0.0338:3.959.
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Citations (1)
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CN105541875A (en) * | 2016-01-08 | 2016-05-04 | 南阳师范学院 | Colorless silver metal complex with high light stability and preparation method thereof |
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CN105541875A (en) * | 2016-01-08 | 2016-05-04 | 南阳师范学院 | Colorless silver metal complex with high light stability and preparation method thereof |
Non-Patent Citations (2)
Title |
---|
CHEVRIER, INES ET AL: "Rings, chains and helices: new antimicrobial silver coordination compounds with (iso-)nicotinic acid derivatives", 《DALTON TRANSACTIONS》 * |
SUNCICA ROCA ET AL: "Structural diversity of the Ag coordination sphere in complexes of silver(I) nitrate with 3-halopyridine. Characterization of the complexes in solution and in the solid state", 《POLYHEDRON》 * |
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