CN107513078B - Preparation method of 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex - Google Patents
Preparation method of 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex Download PDFInfo
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- 239000002262 Schiff base Substances 0.000 title claims abstract description 45
- UHDNUPHSDMOGCR-UHFFFAOYSA-N 3-Formylbenzoic acid Chemical compound OC(=O)C1=CC=CC(C=O)=C1 UHDNUPHSDMOGCR-UHFFFAOYSA-N 0.000 title claims abstract description 32
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 238000000034 method Methods 0.000 claims abstract description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229940011182 cobalt acetate Drugs 0.000 claims abstract description 11
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims abstract description 11
- 239000002904 solvent Substances 0.000 claims abstract description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 22
- 239000002244 precipitate Substances 0.000 claims description 18
- 239000012153 distilled water Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 238000010009 beating Methods 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 238000001953 recrystallisation Methods 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 238000000967 suction filtration Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 238000001291 vacuum drying Methods 0.000 claims description 3
- 238000003760 magnetic stirring Methods 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims 2
- 239000003054 catalyst Substances 0.000 abstract description 5
- 239000003446 ligand Substances 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000004753 Schiff bases Chemical class 0.000 description 14
- 238000010521 absorption reaction Methods 0.000 description 12
- -1 amine compound Chemical class 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 150000001728 carbonyl compounds Chemical class 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 229910021645 metal ion Inorganic materials 0.000 description 4
- 239000000047 product Substances 0.000 description 3
- IKRFKSWGOJLRBP-UHFFFAOYSA-N C(=O)(O)C=1C=C(C=O)C=CC1.NC1=NC(=CC=C1)N Chemical compound C(=O)(O)C=1C=C(C=O)C=CC1.NC1=NC(=CC=C1)N IKRFKSWGOJLRBP-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000004700 cobalt complex Chemical class 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001027 hydrothermal synthesis Methods 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000005935 nucleophilic addition reaction Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000005287 template synthesis Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 229910020676 Co—N Inorganic materials 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 229910001429 cobalt ion Inorganic materials 0.000 description 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000012434 nucleophilic reagent Substances 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt compounds
- C07F15/065—Cobalt compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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Abstract
The invention discloses a preparation method of a 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex. 2, 6-diaminopyridine and 3-carboxybenzaldehyde are used as raw materials, absolute ethyl alcohol is used as a solvent, a catalyst is not required to be added, 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base is prepared, and then the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base is used as a ligand and reacts with cobalt acetate in an alkaline aqueous solution to prepare the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex. The method of the invention does not need to add a catalyst, has the advantages of simple process, good repeatability and high yield, and is convenient for popularization and application.
Description
Technical Field
The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of a 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex.
Background
The Schiff base is a compound with an imino (-C = N-) or imino (-RC = N-) structure generated by condensation reaction of an active amine compound and a carbonyl compound. The N atom in the C = N bond of the compound contains lone pair electrons, so the compound has good coordination activity. The Schiff bases are various in types and simple in synthesis method, and researchers can flexibly select amines and carbonyl-containing aldehydes or ketones to react to obtain the Schiff bases, and can regulate and control the substituent groups and coordination environment of the Schiff bases to form metal complexes with various metal elements.
The synthesis of Schiff base is a reaction involving nucleophilic addition, namely, an amine compound serving as a nucleophilic reagent and a carbonyl compound are subjected to addition, elimination, rearrangement and other reactions, and are dehydrated to form the Schiff base.
The methods for synthesizing Schiff bases and complexes thereof mainly include direct synthesis, distributed synthesis, template synthesis, dropwise reaction, hydrothermal synthesis, and the like.
The direct synthesis is also called on-site synthesis. The method is relatively simple, namely, under specific conditions, carbonyl compounds, amine compounds or amino acid and metal ions are mixed according to a certain molar ratio to react to obtain the metal complex. The method has the advantages of fast reaction, high yield and convenient and simple operation; the disadvantage is that side reactions occur which are detrimental to the purification and characterization of the product.
The stepwise synthesis is carried out in two steps. Firstly, carrying out nucleophilic addition on an amine compound and a carbonyl compound under a certain condition, and recrystallizing a product to obtain a Schiff base compound; and secondly, reacting the Schiff base compound recrystallized in the first step with metal salt according to a certain proportion to obtain the Schiff base metal complex. The product obtained by the method is pure and has high yield.
The template synthesis method adopts the method that metal ions which can be used as a template agent are added into carbonyl compounds and then react with amine compounds. Wherein the template agent can promote small molecular organic matters to directionally generate organic ligands with larger molecules and generate organic complexes. The method has the advantages of high selectivity, high yield, high reaction speed, simple operation and the like.
When Schiff base is easy to separate out and is difficult to dissolve, the above methods are not suitable, and then a dropwise reaction method can be used. Firstly, mixing primary amine compounds with metal ion solution, then dropwise adding aldehyde and ketone carbonyl-containing compounds, and reacting with a large amount of metal ions immediately when a trace amount of Schiff base is generated under vigorous stirring to obtain the Schiff base complex.
The hydrothermal synthesis method is that Schiff base ligand, metal salt and solvent are put into a high-pressure reaction kettle of a polytetrafluoroethylene bottle, then the reaction kettle is placed into a drying oven with certain temperature, the reactant and the solvent are mixed and reacted under the conditions of high pressure and high temperature, and pure crystals are dissociated from the solvent after temperature reduction and pressure reduction.
The Schiff base and the metal complex thereof have good activities of resisting tumor, bacteria, oxidation, virus and the like, have good application prospects in the fields of chemical catalysis, biomedicine, functional materials, food industry and the like, and play an important role in the electrochemical field. Therefore, the continuous development and preparation of new Schiff bases and metal complexes thereof have strong scientific research value and practical application potential.
The invention discloses a preparation method of 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base and a cobalt complex thereof. The method takes 2, 6-diaminopyridine and 3-carboxybenzaldehyde as raw materials, can prepare 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base without adding a catalyst, and then takes 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base as a ligand to react with cobalt acetate to prepare the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex. The method has the advantages of no need of adding a catalyst, simple process, good repeatability, high yield and the like.
Disclosure of Invention
The invention aims to provide a preparation method of a 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex.
The method comprises the following specific steps:
(1) 0.6000 g (4 mmol) of 3-carboxybenzaldehyde is weighed out and dissolved in 10 mL of absolute ethanol, and the mixture is stirred evenly by magnetic force to obtain a colorless transparent clear solution.
(2) 0.2180 g (2 mmol) of 2, 6-diaminopyridine is dissolved in 5 mL of absolute ethyl alcohol, then the colorless transparent clear solution prepared in the step (1) is slowly dropped into the solution, reflux reaction is carried out for 4 hours at 65 ℃ under the protection of nitrogen, and precipitates are generated, and the precipitate is obtained after standing, cooling and suction filtration.
(3) Purifying the precipitate obtained in the step (2) by adopting a beating method and a recrystallization method in sequence, and drying in vacuum to prepare light yellow powder, namely 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base; the solvent of the beating method is absolute ethyl alcohol, and the recrystallization method uses a mixed solvent of dimethyl sulfoxide (DMSO) and the absolute ethyl alcohol in a volume ratio of 1: 1.
(4) 0.3730 g (1 mmol) of the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base prepared in the step (3), 0.2492 g (1 mmol) of cobalt acetate and 0.0800 g (2 mmol) of sodium hydroxide are weighed respectively according to the molar ratio of 1:1: 2.
(5) Dissolving the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base weighed in the step (4) in 10 mL of distilled water to prepare turbid solution, dissolving the sodium hydroxide weighed in the step (4) in 5 mL of distilled water, slowly dropwise adding the sodium hydroxide into the prepared turbid solution while stirring, and gradually changing the turbid solution into clear solution.
(6) Dissolving the cobalt acetate weighed in the step (4) in 5 mL of distilled water, slowly dropwise adding the cobalt acetate into the clear solution prepared in the step (5), carrying out magnetic stirring, carrying out reflux reaction for 12 hours at 65 ℃, generating dark green precipitates, carrying out suction filtration, washing the precipitates for 3 times by using DMSO, wherein the using amount of the DMSO is 10 mL each time, washing the precipitates for 3 times by using distilled water, wherein the using amount of the distilled water is 10 mL each time, and carrying out vacuum drying to obtain yellow green powder, namely the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex.
The method of the invention does not need to add a catalyst, has the advantages of simple process, good repeatability and high yield, and is convenient for popularization and application.
Drawings
FIG. 1 is an infrared spectrum of 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base obtained in example of the present invention.
FIG. 2 is an infrared spectrum of a cobalt complex of 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base prepared in example of the present invention.
Detailed Description
Example (b):
the present invention is further illustrated below with reference to specific examples, which do not limit the scope of the invention.
(1) 0.6000 g (4 mmol) of 3-carboxybenzaldehyde is weighed out and dissolved in 10 mL of absolute ethanol, and the mixture is stirred evenly by magnetic force to obtain a colorless transparent clear solution.
(2) 0.2180 g (2 mmol) of 2, 6-diaminopyridine is dissolved in 5 mL of absolute ethyl alcohol, then the colorless transparent clear solution prepared in the step (1) is slowly dropped into the solution, reflux reaction is carried out for 4 hours at 65 ℃ under the protection of nitrogen, and precipitates are generated, and the precipitate is obtained after standing, cooling and suction filtration.
(3) Purifying the precipitate obtained in the step (2) by a beating method and a recrystallization method in sequence, and drying in vacuum to obtain light yellow powder, namely 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base, wherein the yield is 77.8%, and the melting point is 282.8-284.6 ℃; the solvent of the beating method is absolute ethyl alcohol, and the recrystallization method uses a mixed solvent of dimethyl sulfoxide (DMSO) and the absolute ethyl alcohol in a volume ratio of 1: 1.
(4) 0.3730 g (1 mmol) of the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base prepared in the step (3), 0.2492 g (1 mmol) of cobalt acetate and 0.0800 g (2 mmol) of sodium hydroxide are weighed respectively according to the molar ratio of 1:1: 2.
(5) Dissolving the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base weighed in the step (4) in 10 mL of distilled water to prepare turbid solution, dissolving the sodium hydroxide weighed in the step (4) in 5 mL of distilled water, slowly dropwise adding the sodium hydroxide into the prepared turbid solution while stirring, and gradually changing the turbid solution into clear solution.
(6) Dissolving the cobalt acetate weighed in the step (4) in 5 mL of distilled water, slowly dropwise adding the cobalt acetate into the clear solution prepared in the step (5), stirring under magnetic force, carrying out reflux reaction for 12 hours at 65 ℃, generating dark green precipitates, carrying out suction filtration, washing the precipitates for 3 times by using DMSO, wherein the using amount of the DMSO is 10 mL each time, washing the precipitates for 3 times by using distilled water, wherein the using amount of the distilled water is 10 mL each time, and carrying out vacuum drying to obtain yellow green powder, namely the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex, wherein the yield is 73.62%, and the melting point is 299.7-304.1 ℃.
Infrared spectroscopic analysis of 2, 6-diaminopyridine 3-carboxybenzaldehyde bis-Schiff base obtained in this example (FIG. 1): at 3390 and 3170 cm-1No stretching vibration absorption peak appears in the position range, which indicates that-NH does not exist2The stretching vibration absorption peak of (1). 1750--1No stretching vibration absorption peak appears in the range, which indicates that-CHO does not exist, 1647 cm-1Is a stretching vibration absorption peak of C = N, which indicates that a schiff base structure is generated. 1252 cm-1Carboxyl C-O stretching vibration absorption peak, 930cm-1Is the absorption peak of out-of-plane deformation vibration of O-H in carboxyl, 757 cm-1Is the out-of-plane deformation vibration absorption peak of C-H substituted at benzene ring meta position. Infrared spectroscopic analysis of 2, 6-diaminopyridine 3-carboxybenzaldehyde bis-Schiff base cobalt complex (FIG. 2): c = N expansion and contraction vibration absorption peak is shifted to 1610 cm-1This shows that C = N participates in the coordination of the metal cobalt ion, at 520-700 cm-1A new absorption peak appears, and can be attributed to the stretching vibration absorption peak of Co-N. 1422-1458 cm-1And a new absorption peak appears, and can be assigned as a characteristic absorption peak of acetate in the complex.
Claims (1)
1. A preparation method of 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex is characterized by comprising the following specific steps:
(1) weighing 4 mmol of 3-carboxybenzaldehyde, dissolving in 10 mL of absolute ethyl alcohol, and uniformly stirring by magnetic force to obtain a colorless transparent clear solution;
(2) dissolving 2 mmol of 2, 6-diaminopyridine in 5 mL of absolute ethanol, slowly dropping the colorless transparent clear solution prepared in the step (1), performing reflux reaction for 4 hours at 65 ℃ under the protection of nitrogen, generating precipitates, standing, cooling, and performing suction filtration to obtain the precipitates;
(3) purifying the precipitate obtained in the step (2) by adopting a beating method and a recrystallization method in sequence, and drying in vacuum to prepare light yellow powder, namely 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base; the solvent of the beating method is absolute ethyl alcohol, and the mixed solvent of dimethyl sulfoxide and absolute ethyl alcohol with the volume ratio of 1:1 is used in the recrystallization method;
(4) respectively weighing 1 mmol of the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base prepared in the step (3), 1 mmol of cobalt acetate and 2 mmol of sodium hydroxide according to the molar ratio of 1:1: 2;
(5) dissolving the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base weighed in the step (4) in 10 mL of distilled water to prepare turbid solution, dissolving the sodium hydroxide weighed in the step (4) in 5 mL of distilled water, slowly dropwise adding the sodium hydroxide into the prepared turbid solution while stirring, and gradually changing the turbid solution into clear solution;
(6) dissolving the cobalt acetate weighed in the step (4) in 5 mL of distilled water, slowly dropwise adding the cobalt acetate into the clear solution prepared in the step (5), carrying out magnetic stirring, carrying out reflux reaction for 12 hours at 65 ℃, generating dark green precipitates, carrying out suction filtration, washing the precipitates for 3 times by using dimethyl sulfoxide, wherein the using amount of the dimethyl sulfoxide is 10 mL each time, washing the precipitates for 3 times by using distilled water, wherein the using amount of the distilled water is 10 mL each time, and carrying out vacuum drying to obtain yellow green powder, namely the 2, 6-diaminopyridine condensed 3-carboxybenzaldehyde bis-Schiff base cobalt complex.
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"邻香草醛缩2,6-二氨基吡啶双Schiff碱配合物的合成与表征";白红军等;《陕西师范大学学报(自然科学版)》;20081110;第48-51页 * |
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Application publication date: 20171226 Assignee: Guilin Hongshengda Chemical Reagent Co.,Ltd. Assignor: GUILIN University OF TECHNOLOGY Contract record no.: X2022450000159 Denomination of invention: Preparation of a cobalt complex of 2,6-diaminopyridine 3-carboxybenzaldehyde bis Schiff base Granted publication date: 20200121 License type: Common License Record date: 20221124 |
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