CN106496188A - 2 pyridine carboxaldehydes contracting 4 amino, 1,2,4 triazole schiff base ligand and synthetic method - Google Patents

2 pyridine carboxaldehydes contracting 4 amino, 1,2,4 triazole schiff base ligand and synthetic method Download PDF

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Publication number
CN106496188A
CN106496188A CN201610817227.4A CN201610817227A CN106496188A CN 106496188 A CN106496188 A CN 106496188A CN 201610817227 A CN201610817227 A CN 201610817227A CN 106496188 A CN106496188 A CN 106496188A
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amino
schiff base
contracting
pyridine carboxaldehydes
pyridine
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张淑华
张少南
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Guilin University of Technology
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Guilin University of Technology
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

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  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The invention discloses a kind of 2 pyridine carboxaldehyde contracting 4 amino, 1,2,4 triazole schiff base ligand and synthetic method.2 pyridine carboxaldehydes contracting 4 amino, 1,2,4 triazole schiff base ligand molecular formula be：C8H7N5, molecular weight is：173.19 g/mol.By analytically pure for 1.071 2.142 g two pyridine carboxaldehydes and analytically pure 4 amino, 1,2,4 triazoles of 0.841 1.682 g, it is dissolved in 30 mL analysis straight alcohol solution, 2 pyridine carboxaldehydes contracting 4 amino, 1,2,4 triazole schiff base ligand is obtained after being heated to reflux two hours.Present invention process is simple, with low cost, chemical constituent is easily controllable, reproducible and yield is high.

Description

2- pyridine carboxaldehydes -4 amino-1,2,4-triazol schiff base ligands of contracting and synthetic method
Technical field
The present invention relates to a kind of 2- pyridine carboxaldehydes contract, -4 amino-1,2,4-triazol schiff base ligands are pyta and synthesis side Method
Background technology
2- pyridine carboxaldehydes are a kind of important medicine intermediate and fine chemical material, and the derivative of 2- pyridine carboxaldehydes has Active anticancer, 2- pyridine carboxaldehydes have an aldehyde radical, and easily with 4- amino -1,2,4- triazoles etc. form schiff bases, are a kind of important Organic synthesis intermediate, be condensed the schiff bases conjugated system to be formed containing N with amino, can with metallic ion coordination formed feature Complex, is widely studied in recent years and is applied.
Content of the invention
The purpose of the present invention is exactly to synthesize 2- pyridine carboxaldehydes contracting -4- amino -1 for design, and 2,4- Triazole ligands are pyta, Synthesize pyta using water-bath method.
The molecular formula of pyta according to the present invention is：C8H7N5, molecular weight is：173.19g/mol, crystal structural data is shown in Table one, bond distance's bond angle data are shown in Table two；Pyta is 2- pyridine carboxaldehydes contracting -4- amino-1,2,4-triazol parts.
Table one：C8H7N5Crystallographic parameter
aR1=Σ | | Fo|–|Fc||/Σ|Fo|.bwR2=[Σ w (| Fo 2|–|Fc 2|)2/Σw(|Fo 2|)2]1/2
Table two：C8H7N5Part bond distanceWith bond angle (°)
N3—C7 1.361(5) C7—H7 0.9300
N3—C8 1.362(5) C2—C3 1.375(5)
N3—N2 1.388(4) C3—C4 1.384(6)
C1—N2 1.282(5) C3—H3 0.9300
C1—C2 123.2(3) C8—H8 0.9300
C1—H1 0.9300 C6—C5 1.377(6)
N1—C6 1.336(6) C6—H6 0.9300
N1—C2 1.340(5) C5—C4 1.367(6)
N5—C8 1.301(6) C5—H5 0.9300
N5—N4 1.397(4) C4—H4A 0.9300
C7—N4 1.292(5)
C7—N3—C8 104.5(3) C2—C3—H3 120.6
C7—N3—N2 132.3(3) C4—C3—H3 120.6
C8—N3—N2 123.2(3) N5—C8—N3 110.8(4)
N2—C1—C2 121.7(4) N5—C8—H8 124.6
N2—C1—H1 119.1 N3—C8—H8 124.6
C2—C1—H1 119.1 N1—C6—C5 123.9(4)
C6—N1—C2 116.4(4) N1—C6—H6 118.1
C1—N2—N3 115.7(3) C5—C6—H6 118.1
C8—N5—N4 106.6(3) C4—C5—C6 118.9(4)
N4—C7—N3 110.8(3) C4—C5—H5 120.6
N4—C7—H7 124.6 C6—C5—H5 120.6
N3—C7—H7 124.6 C7—N4—N5 107.3(4)
N1—C2—C3 123.5(4) C5—C4—C3 118.5(4)
N1—C2—C1 113.4(3) C5—C4—H4A 120.7
C3—C2—C1 123.1(4) C3—C4—H4A 120.7
C2—C3—C4 118.9(4)
The synthetic method of the pyta is concretely comprised the following steps：
By analytically pure for 1.071-2.142g 2- pyridine carboxaldehydes and the analytically pure 4- amino -1,2,4- three of 0.841-1.682g Nitrogen azoles, is dissolved in 30mL-60mL analysis straight alcohol solution, obtains schiff base ligand pyta after being heated to reflux two hours.Pass through Single crystal diffractometer determines the structure of pyta, and crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.
The present invention has process is simple, with low cost, chemical constituent is easily controllable, reproducible and yield is high.
Description of the drawings
Fig. 1 is the synthetic route schematic diagram of pyta of the present invention.
Fig. 2 is the structural representation of pyta of the present invention.
Specific embodiment
Embodiment 1：
The molecular formula of pyta according to the present invention is：C8H7N5, molecular weight is：173.19g/mol, pyta are 2- pyridine first - 4 amino -1 of aldehyde contracting, 2,4- triazole schiff base ligands, crystal structural data are shown in Table one, and bond distance's bond angle data are shown in Table two.
The synthetic method of pyta is concretely comprised the following steps：
Analytically pure for 1.071g two pyridine carboxaldehydes and analytically pure 4- amino -1 of 0.841g, 2,4- triazoles are dissolved in In 30mL analysis straight alcohol solution, after being heated to reflux two hours, schiff base ligand pyta is obtained.Yield 1.71g, yield 98%. The structure that pyta is determined by single crystal diffractometer, crystal structural data are shown in Table one, and bond distance's bond angle data are shown in Table two.
Embodiment 2：
The molecular formula of pyta according to the present invention is：C8H7N5, molecular weight is：173.19g/mol, pyta are 2- pyridine first - 4 amino -1 of aldehyde contracting, 2,4- triazole schiff base ligands, crystal structural data are shown in Table one, and bond distance's bond angle data are shown in Table two.
The synthetic method of pyta is concretely comprised the following steps：
By analytically pure for 2.142g 3- methoxysalicyl aldehydes and analytically pure 4- amino -1 of 1.682g, 2,4- triazoles are molten In 60mL analysis straight alcohol solution, after being heated to reflux two hours, part pyta is obtained.Yield 3.379g, yield 97%.Logical The structure that single crystal diffractometer determines pyta is crossed, crystal structural data is shown in Table one, and bond distance's bond angle data are shown in Table two.

Claims (1)

1. a kind of 2- pyridine carboxaldehydes contract -4 amino -1,2,4- triazole schiff base ligands, it is characterised in that 2- pyridine carboxaldehydes contracting -4 Amino-1,2,4-triazol schiff base ligand molecular formula is：C8H7N5, molecular weight is：173.19g/mol, crystal structural data is shown in Table one, part bond distance's bond angle data are shown in Table two；
Table one：C8H7N5Crystallographic parameter
aR1=Σ | | Fo|–|Fc||/Σ|Fo|.bwR2=[Σ w (| Fo 2|–|Fc 2|)2/Σw(|Fo 2|)2]1/2
Table two：C8H7N5Part bond distanceWith bond angle (°)
The synthetic method of -4 amino-1,2,4-triazol schiff base ligands of the 2- pyridine carboxaldehydes contracting is concretely comprised the following steps：
By analytically pure for 1.071-2.142g two pyridine carboxaldehydes and analytically pure three nitrogen of 4- amino -1,2,4- of 0.841-1.682g Azoles, be dissolved in 30mL analysis straight alcohol solution in, obtain after being heated to reflux two hours 2- pyridine carboxaldehydes contract -4 amino -1,2,4- tri- Nitrogen azoles schiff base ligand.
CN201610817227.4A 2016-09-13 2016-09-13 2 pyridine carboxaldehydes contracting 4 amino, 1,2,4 triazole schiff base ligand and synthetic method Pending CN106496188A (en)

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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103980252A (en) * 2014-05-30 2014-08-13 遵义医学院 1, 2, 4-triazole-contained triazole Schiff base drug for treating tumor

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103980252A (en) * 2014-05-30 2014-08-13 遵义医学院 1, 2, 4-triazole-contained triazole Schiff base drug for treating tumor

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHUN-WEI YEH等: "Silver(I) coordination polymers generated from asymmetrical Schiff-base ligands containing triazolyl and pyridyl rings", 《POLYHEDRON》 *
DONG-BIN DANG等: "Two 2D Cd(II) coordination polymers based on asymmetrical Schiff-base ligand: Synthesis, crystal structures and luminescent properties", 《SPECTROCHIMICA ACTA PART A: MOLECULAR AND BIOMOLECULAR SPECTROSCOPY》 *

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