CN103254099A

CN103254099A - In-situ synthesis method of 3,5-bromosalicylaldehyde condensed hydrazine hydrate Schiff base

Info

Publication number: CN103254099A
Application number: CN2013102117138A
Authority: CN
Inventors: 张淑华; 杨莉
Original assignee: Guilin University of Technology
Current assignee: Guilin University of Technology
Priority date: 2013-05-31
Filing date: 2013-05-31
Publication date: 2013-08-21

Abstract

The invention discloses an in-situ synthesis method of 3,5-bromosalicylaldehyde condensed hydrazine hydrate Schiff base, which comprises the following steps: (1) dissolving 0.3-0.4g of analytically pure 3,5-bromosalicylaldehyde, 0.1-0.2g of analytically pure samaric chloride hexahydrate and 0.1-0.2g of analytically pure carbohydrazide in 8-12ml of mixed solution composed of anhydrous acetonitrile and analytically pure N,N'-dimethylformamide (DMF) in a volume ratio of 1:1; (2) adding analytically pure formic acid or analytically pure acetic acid into the solution prepared in the step (1), stirring, and regulating the pH value to 5-6; and (3) transferring the solution prepared in the step (2) into a polytetrafluoroethylene reaction kettle, reacting at 70-90 DEG C for 60-80 hours, cooling to room temperature, opening the kettle, filtering, and washing with the mixed solution composed of anhydrous acetonitrile and analytically pure DMF in a volume ratio of 1:1. The invention overcomes the defect of poor reproducibility in the solution method and the defect of high toxicity when hydrazine hydrate is used for synthesis, and has the advantages of simple technique, low cost, controllable chemical composition, favorable repetitiveness, high yield and the like.

Description

The in-situ synthetic method of the two schiff bases of 5-bromosalicylaldehyde contracting hydrazine hydrate

Technical field

The present invention relates to the in-situ synthetic method of the two schiff bases of 5-bromosalicylaldehyde contracting hydrazine hydrate.

Background technology

Occurred the original position synthetic technology in recent years, namely at certain condition, by chemical reaction, original position generates one or more novel compounds in reaction system, and is synthetic by original position, can obtain the compound that other synthetic methods are difficult to obtain.And the two schiff bases of 5-bromosalicylaldehyde contracting hydrazine hydrate are the presomas that can be used as fuel, photoactive substance, polymerization single polymerization monomer, addition reaction, have bigger using value.

Summary of the invention

Purpose of the present invention is exactly for seeking azine derivatives, utilizing a kind of in-situ synthetic method of the two schiff bases of the synthetic 5-bromosalicylaldehyde contracting hydrazine hydrate of solvent thermal process and original position synthetic technology.

Concrete steps are:

(1) 0.3-0.4 is restrained analytical pure 5-bromosalicylaldehyde, 0.1-0.2 and restrain six water samarium trichlorides and 0.1-0.2 gram analytical pure carbohydrazide and be dissolved in the 8-12 ml volumes than being the anhydrous acetonitrile of 1:1 and analytical pure N, in the mixing solutions of N '-dimethyl formamide (DMF).

(2) slowly add analytical pure formic acid or analytical pure acetic acid in the solution that makes to step (1), and constantly stir, regulating the pH value is 5-6.

(3) the prepared solution of step (2) is changed in the reactor of tetrafluoroethylene, reaction is 60-80 hour under 70-90 ° of C, is cooled to room temperature, drive still, filtering, is 1:1 anhydrous acetonitrile and analytical pure N with volume ratio, the mixing solutions washing of N '-dimethyl formamide (DMF).

The present invention has overcome the shortcoming of solvent method, has that technology is simple, with low cost, chemical composition is easy to control, good reproducibility and an output advantages of higher.

Description of drawings

Fig. 1 is the invention process figure.

Fig. 2 is the structure iron of the two schiff bases of 5-bromosalicylaldehyde contracting hydrazine hydrate of the present invention.

Embodiment

Embodiment 1:

(1) 0.3 gram analytical pure 5-bromosalicylaldehyde, 0.15 gram analytical pure six water samarium trichlorides and 0.1 gram analytical pure carbohydrazide are dissolved in 10 ml volumes than being the anhydrous acetonitrile of 1:1 and analytical pure N, in the mixing solutions of N '-dimethyl formamide (DMF).

(2) slowly add analytical pure formic acid in the solution that makes to step (1), and constantly stir, regulating the pH value is 5.

(3) solution that step (2) is made changes in the reactor of tetrafluoroethylene, reaction is 60 hours under 70 ° of C, be cooled to room temperature, drive still, filter, be anhydrous acetonitrile and the analytical pure N of 1:1 with volume ratio, the mixing solutions washing of N '-dimethyl formamide (DMF) obtains monocrystalline level 5-bromosalicylaldehyde contracting hydrazine hydrate pair schiff base compounds.

Embodiment 2:

(1) 0.35 gram analytical pure 5-bromosalicylaldehyde, 0.15 gram analytical pure six water samarium trichlorides and 0.15 gram analytical pure carbohydrazide are dissolved in 12 ml volumes than being the anhydrous acetonitrile of 1:1 and analytical pure N, in the mixing solutions of N '-dimethyl formamide (DMF).

(2) slowly add analytical pure acetic acid in the solution that makes to step (1), and constantly stir, regulating the pH value is 6.

(3) solution that step (2) is made changes in the reactor of tetrafluoroethylene, reaction is 70 hours under 80 ° of C, be cooled to room temperature, drive still, filter, be anhydrous acetonitrile and the analytical pure N of 1:1 with volume ratio, the mixing solutions washing of N '-dimethyl formamide (DMF) obtains monocrystalline level 5-bromosalicylaldehyde contracting hydrazine hydrate pair schiff base compounds.

Claims

1. the in-situ synthetic method of the two schiff bases of a 5-bromosalicylaldehyde contracting hydrazine hydrate is characterized in that concrete steps are:

(1) 0.3-0.4 is restrained analytical pure 5-bromosalicylaldehyde, 0.1-0.2 and restrain six water samarium trichlorides and 0.1-0.2 gram analytical pure carbohydrazide and be dissolved in the 8-12 ml volumes than being the anhydrous acetonitrile of 1:1 and analytical pure N, in the mixing solutions of N '-dimethyl formamide;

(2) slowly add analytical pure formic acid or analytical pure acetic acid in the prepared solution of step (1), and constantly stir, regulating the pH value is 5-6;

(3) the prepared solution of step (2) is changed in the reactor of tetrafluoroethylene, reaction is 60-80 hour under 70-90 ° of C, be cooled to room temperature, drive still, filter, be anhydrous acetonitrile and the analytical pure N of 1:1 with volume ratio, the mixing solutions washing of N '-dimethyl formamide obtains 5-bromosalicylaldehyde contracting hydrazine hydrate pair schiff base compounds.