CN107513079A - A kind of preparation method of 2,6 diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex - Google Patents
A kind of preparation method of 2,6 diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex Download PDFInfo
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- CN107513079A CN107513079A CN201710837117.9A CN201710837117A CN107513079A CN 107513079 A CN107513079 A CN 107513079A CN 201710837117 A CN201710837117 A CN 201710837117A CN 107513079 A CN107513079 A CN 107513079A
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- bis
- carboxybenzaldehyde
- contracting
- diamino
- schiff base
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- 239000002262 Schiff base Substances 0.000 title claims abstract description 45
- DYNFCHNNOHNJFG-UHFFFAOYSA-N 2-formylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C=O DYNFCHNNOHNJFG-UHFFFAOYSA-N 0.000 title claims abstract description 30
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 32
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002904 solvent Substances 0.000 claims abstract description 6
- 229940011182 cobalt acetate Drugs 0.000 claims abstract description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 238000001556 precipitation Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical class [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 239000012153 distilled water Substances 0.000 claims description 11
- 235000019441 ethanol Nutrition 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 238000013019 agitation Methods 0.000 claims description 6
- 238000010009 beating Methods 0.000 claims description 6
- 125000005909 ethyl alcohol group Chemical group 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 238000001953 recrystallisation Methods 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 6
- 150000001299 aldehydes Chemical class 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical group OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims 2
- 235000011121 sodium hydroxide Nutrition 0.000 claims 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims 1
- 238000000967 suction filtration Methods 0.000 claims 1
- 239000003054 catalyst Substances 0.000 abstract description 5
- 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 16
- 150000001875 compounds Chemical class 0.000 description 9
- 125000002915 carbonyl group Chemical class [*:2]C([*:1])=O 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 150000004696 coordination complex Chemical class 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 229910021645 metal ion Inorganic materials 0.000 description 4
- -1 schiff bases cobalt complex Chemical class 0.000 description 4
- 238000010189 synthetic method Methods 0.000 description 4
- 239000002184 metal Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 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
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000005935 nucleophilic addition reaction Methods 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005287 template synthesis Methods 0.000 description 2
- 229910020647 Co-O Inorganic materials 0.000 description 1
- 229910020676 Co—N Inorganic materials 0.000 description 1
- 229910020704 Co—O Inorganic materials 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 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
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention discloses a kind of preparation method of 2,6 diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex.It is with 2,6 diamino-pyridines and 2-carboxybenzaldehyde are raw material, using absolute ethyl alcohol as solvent, it is not necessary to add catalyst, prepare 2,6 diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff bases, then with 2,6 diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff bases for part, in alkaline aqueous solution, reacted with cobalt acetate, prepare 2,6 diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complexes.The inventive method is not required to plus catalyst, has the advantages of technique is simple, reproducible, yield is high, easy to utilize.
Description
Technical field
The invention belongs to technical field of organic synthesis, and in particular to a kind of DAP contracting 2-carboxybenzaldehyde is double
The preparation method of schiff bases cobalt complex.
Background technology
Schiff bases are that have imino group by what active aminated compounds and carbonyl complex generated after condensation reaction
A kind of compound of (- C=N-) or imino group (- RC=N-) structure.N atoms contain lone pair electrons in such compound C=N keys, because
This such compound has good coordination activity.The species of schiff bases is various, and synthetic method is simple, and researcher can be flexible
Selection amine and the aldehydes or ketones containing carbonyl are reacted to obtain schiff bases, while the substituted radical of also controllable schiff bases and are matched somebody with somebody
Position environment, metal complex is formed with Determination of multiple metal elements.
The synthesis of schiff bases is a reaction for being related to nucleophilic addition, i.e., by be used as the aminated compounds of nucleopilic reagent with
Carbonyl complex forms schiff bases by the reaction such as addition, cancellation, rearrangement, dehydration.
Schiff bases and its synthetic method of complex mainly have direct synthesis technique, distribution synthetic method, template synthesis method, dropwise
Reaction method, hydrothermal synthesis method etc..
Direct synthesis technique is called live synthetic method.The method is relatively easy, i.e., under given conditions by carbonyl class chemical combination
Thing, aminated compounds or amino acid can obtain metal complex with metal ion by certain mixed in molar ratio reaction.It is this
The advantages of method is that reaction is fast, yield is high, easy to operate simple；Shortcoming is that side reaction occurs and is unfavorable for purification and the table of product
Sign.
Step synthesis are carried out in two steps.The first step, under certain condition, aminated compounds are carried out with carbonyl complex
Nucleophilic addition, product is carried out to be recrystallized to give schiff base compound；Second step, the schiff bases chemical combination after the first step is recrystallized
Thing is reacted according to a certain percentage with metal salt, you can obtains Schiff base metal complexes.Thus the product that method obtains is pure
And yield is higher.
Template synthesis method use can be added in carbonyls as the metal ion of " template ", then again and amine
Class compound is reacted.Wherein " template " can promote organic ligand and the generation of small organic molecule orientation generation bigger molecule
Organic coordination compound.The method has that high selectivity, high yield, reaction speed be fast, simple operation and other advantages.
When schiff bases easily separate out and during indissoluble, above several method it is inapplicable, at this moment can uses reaction method dropwise.
First primary amine compound is mixed with metal ion solution, aldehyde, ketone carbonyl containing compound is then added dropwise, is stirred vigorously
Under, there are micro schiff bases to obtain presence of Schiff-base complex with the reaction of a large amount of metal ions immediately when generating.
Hydrothermal synthesis method is put into Schiff base ligand, metal salt and molten i.e. in the autoclave of polytetrafluoroethylene (PTFE) bottle
Agent, then reactor is placed in the baking oven with certain temperature, reactant is mixed under high pressure and high temperature condition with solvent
React, after cooling decompression, purer crystal is separated out from solvent middle reaches.
Schiff bases and its metal complex have good antitumor, antibacterial, anti-oxidant, antiviral isoreactivity, in chemistry
The fields such as catalysis, biological medicine, functional material, food industry have a good application prospect, and are also played in electrochemical field
Important effect.Therefore, continually develop and prepare new schiff bases and its metal complex, have very strong scientific research value and
Practical application potentiality.
The invention discloses the preparation method of 2,6- diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complexes.Institute
The method of stating is using DAP and 2-carboxybenzaldehyde as raw material, it is not necessary to adds catalyst, you can prepares 2,6- diaminos
Yl pyridines contracting 2-carboxybenzaldehyde bis-Schiff base, then using DAP contracting 2-carboxybenzaldehyde bis-Schiff base as part,
Reacted with cobalt acetate, prepare DAP contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex.The side of the present invention
Method has the advantages that being not required to add catalyst, technique is simple, reproducible, yield is high.
The content of the invention
It is an object of the invention to provide a kind of 2,6- diamino-pyridines contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex
Preparation method.
Concretely comprise the following steps：
（1）Weigh 0.6000 g（4 mmol）2-carboxybenzaldehyde is dissolved in 10 mL absolute ethyl alcohols, and magnetic agitation is uniform, obtains
Water white transparency settled solution.
（2）By 0.2180 g（2 mmol）DAP is dissolved in 5 mL absolute ethyl alcohols, then by step（1）
To water white transparency settled solution be slowly dropped into, nitrogen protection carries out back flow reaction under the conditions of 65 DEG C 4 hours, has precipitation to generate,
Stand, cool down, filter, must precipitate.
（3）By step（2）The precipitation of middle acquisition, successively purified using beating method, recrystallization method, after vacuum drying,
Grayish powder, as DAP contracting 2-carboxybenzaldehyde bis-Schiff base is made；The solvent of the beating method is nothing
Water-ethanol, the recrystallization method use volume ratio as 1:1 dimethyl sulfoxide (DMSO)（DMSO）With absolute ethyl alcohol mixed solvent.
（4）It is 1 in molar ratio:1:2 weigh 0.3730 g (1 mmol) step respectively（3）Obtained 2,6- diaminourea
Pyridine contracting 2-carboxybenzaldehyde bis-Schiff base, 0.2492 g (1 mmol) cobalt acetates and 0.0800 g (2 mmol) hydroxide
Sodium.
（5）First by step（4）In the 2,6- diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff bases that weigh be dissolved in 10 mL
In distilled water, turbid solution is made；By step（4）In the sodium hydroxide that weighs be dissolved in 5 mL distilled water, while stirring by it
It is slowly added dropwise in obtained turbid solution, turbid solution gradually becomes settled solution.
（6）By step（4）In the cobalt acetate that weighs be dissolved in 5 mL distilled water, be then slowly dropped to step（5）
In obtained settled solution, back flow reaction 12 hours under conditions of magnetic agitation, 65 DEG C, there is blackish green precipitation generation, filter
Afterwards, the precipitation is washed 3 times with DMSO, each DMSO dosage is 10 mL, then with distillation water washing precipitation 3 times, every time
The dosage of distilled water is 10 mL, and after vacuum drying, blackish green powder, the as adjacent carboxyl benzene first of DAP contracting is made
Aldehyde bis-Schiff base cobalt complex.
The inventive method is not required to plus catalyst, has the advantages of technique is simple, reproducible, yield is high, is easy to promote and answers
With.
Brief description of the drawings
Fig. 1 is the infrared of obtained 2,6- diamino-pyridines contracting 2-carboxybenzaldehyde bis-Schiff base in the embodiment of the present invention
Spectrogram.
Fig. 2 is that obtained 2,6- diamino-pyridines contracting 2-carboxybenzaldehyde bis-Schiff base cobalt coordinates in the embodiment of the present invention
The infrared spectrogram of thing.
Embodiment
Embodiment：
With reference to specific embodiment, the present invention is furture elucidated, but embodiment is not intended to limit protection scope of the present invention.
（1）Weigh 0.6000 g（4 mmol）2-carboxybenzaldehyde is dissolved in 10 mL absolute ethyl alcohols, and magnetic agitation is uniform,
Obtain water white transparency settled solution.
（2）By 0.2180 g（2 mmol）DAP is dissolved in 5 mL absolute ethyl alcohols, then by step（1）
To water white transparency settled solution be slowly dropped into, nitrogen protection carries out back flow reaction under the conditions of 65 DEG C 4 hours, has precipitation to generate,
Stand, cool down, filter, must precipitate.
（3）By step（2）The precipitation of middle acquisition, successively purified using beating method, recrystallization method, after vacuum drying,
Grayish powder is made, as DAP contracting 2-carboxybenzaldehyde bis-Schiff base, yield 78.99%, fusing point is
175.2~176.7℃；The solvent of the beating method is absolute ethyl alcohol, and the recrystallization method uses volume ratio as 1:1 dimethyl
Sulfoxide（DMSO）With absolute ethyl alcohol mixed solvent.
（4）It is 1 in molar ratio:1:2 weigh 0.3730 g (1 mmol) step respectively（3）Obtained 2,6- diaminourea
Pyridine contracting 2-carboxybenzaldehyde bis-Schiff base, 0.2492 g (1 mmol) cobalt acetates and 0.0800 g (2 mmol) hydroxide
Sodium.
（5）First by step（4）In the 2,6- diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff bases that weigh be dissolved in 10 mL
In distilled water, turbid solution is made；By step（4）In the sodium hydroxide that weighs be dissolved in 5 mL distilled water, while stirring by it
It is slowly added dropwise in obtained turbid solution, turbid solution gradually becomes settled solution.
（6）By step（4）In the cobalt acetate that weighs be dissolved in 5 mL distilled water, be then slowly dropped to step（5）
In obtained settled solution, back flow reaction 12 hours under conditions of magnetic agitation, 65 DEG C, there is blackish green precipitation generation, filter
Afterwards, the precipitation is washed 3 times with DMSO, each DMSO dosage is 10 mL, then with distillation water washing precipitation 3 times, every time
The dosage of distilled water is 10 mL, and after vacuum drying, blackish green powder, the as adjacent carboxyl benzene first of DAP contracting is made
Aldehyde bis-Schiff base cobalt complex, yield 79.18%, fusing point are 289.8 ~ 295.6 DEG C.
The infrared spectrum analysis of 2,6- diamino-pyridines contracting 2-carboxybenzaldehyde bis-Schiff base made from the present embodiment（Accompanying drawing
1）：In 3390-3170 cm-1Do not occur stretching vibration absworption peak in position range, illustrate-NH is not present2。1750-1710
cm-1 In the range of there is not stretching vibration absworption peak, illustrate-CHO, 1646 cm is not present-1It is C=N stretching vibration absorption
Peak, this shows the generation for having schiff bases structure.1401 cm-1It is O-H in-plane deformations vibration absorption peak in carboxyl, 1268 cm-1It is
Carboxyl C-O stretching vibration absworption peaks, 771 cm-1For the C-H out-of-plane deformation vibration absorption peaks of phenyl ring ortho position substitution.2,6- diaminourea
The infrared spectrum analysis (accompanying drawing 2) of pyridine contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex：C=N stretching vibration absworption peak is moved
To 1610 cm-1, carboxyl O-H in-plane deformation vibration absorption peaks move to 1381 cm-1, this shows that C=N, COOH take part in metallic cobalt
The coordination of ion, in 520-700 cm-1There is new absworption peak, Co-O and Co-N stretching vibration absworption peak can be attributed to.
Claims (1)
- A kind of 1. preparation method of DAP contracting 2-carboxybenzaldehyde bis-Schiff base cobalt complex, it is characterised in that tool Body step is：（1）Weigh 4 mmol 2-carboxybenzaldehydes to be dissolved in 10 mL absolute ethyl alcohols, magnetic agitation is uniform, and it is clear to obtain water white transparency Clear solution；（2）2 mmol DAP is dissolved in 5 mL absolute ethyl alcohols, then by step（1）Obtained water white transparency Settled solution is slowly dropped into, nitrogen protection, carries out back flow reaction 4 hours under the conditions of 65 DEG C, has precipitation to generate, stand, cool down, take out Filter, must be precipitated；（3）By step（2）The precipitation of middle acquisition, successively purified using beating method, recrystallization method, after vacuum drying, be made Grayish powder, as DAP contracting 2-carboxybenzaldehyde bis-Schiff base；The solvent of the beating method is anhydrous second Alcohol, the recrystallization method use volume ratio as 1:1 dimethyl sulfoxide (DMSO) and absolute ethyl alcohol mixed solvent；（4）It is 1 in molar ratio:1:2 weigh 1 mmol steps respectively（3）The adjacent carboxyl benzene first of obtained 2,6- diamino-pyridines contracting Aldehyde bis-Schiff base, 1 mmol cobalt acetates and 2 mmol sodium hydroxides；（5）First by step（4）In the 2,6- diamino-pyridine contracting 2-carboxybenzaldehyde bis-Schiff bases that weigh be dissolved in 10 mL distillations In water, turbid solution is made；By step（4）In the sodium hydroxide that weighs be dissolved in 5 mL distilled water, it is while stirring that its is slow It is added dropwise in obtained turbid solution, turbid solution gradually becomes settled solution；（6）By step（4）In the cobalt acetate that weighs be dissolved in 5 mL distilled water, be then slowly dropped to step（5）It is made Settled solution in, back flow reaction 12 hours under conditions of magnetic agitation, 65 DEG C, there is blackish green precipitation generation, after suction filtration, The precipitation is washed with dimethyl sulfoxide (DMSO) 3 times, the dosage of each dimethyl sulfoxide (DMSO) is 10 mL, then with the distillation water washing precipitation 3 Secondary, the dosage of each distilled water is 10 mL, and after vacuum drying, blackish green powder, the as adjacent carboxylic of DAP contracting is made Benzaldehyde bis-Schiff base cobalt complex.
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| CN201710837117.9A CN107513079B (en) | 2017-09-17 | 2017-09-17 | Preparation method of 2, 6-diaminopyridine o-carboxybenzaldehyde bis-Schiff base cobalt complex |
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Application publication date: 20171226 Assignee: Guilin Hongshengda Chemical Reagent Co.,Ltd. Assignor: GUILIN University OF TECHNOLOGY Contract record no.: X2022450000155 Denomination of invention: Preparation of a cobalt complex of 2,6-diaminopyridine o-carboxybenzaldehyde bis Schiff base Granted publication date: 20200121 License type: Common License Record date: 20221124 |