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2-thiophenecarboxaldehyde derivative industrial manufacture method

A technology of thiophene derivatives and thiophene formaldehyde, applied in the direction of organic chemistry, can solve the problems of complex by-products, difficult separation, environmental pollution, etc., and achieve the effects of convenient post-processing, simple production methods, and no three wastes pollution

Inactive Publication Date: 2017-04-05
王志训
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the use of phosgene has huge toxicity and serious pollution. If it is used in industrialized production, there are great hidden dangers of safety and environmental pollution.
[0009] Formally due to the above-mentioned limitations and defects in production, the production of 2-thiophene carboxaldehyde and its downstream products is far from meeting the needs of our country, and its steps are complicated, the by-products are complicated, the separation is not easy, the cost is extremely high, and the environmental pollution is serious

Method used

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  • 2-thiophenecarboxaldehyde derivative industrial manufacture method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The reaction equation is as follows:

[0036]

[0037] Put 840g of thiophene and 1400g of hexamethylenetetramine into the reaction kettle, and add 35% phosphoric acid aqueous solution while stirring until the raw materials are dissolved. React at a temperature of 100° C. for 4 hours; distill under reduced pressure to obtain 1060 g of 2-thiophenecarbaldehyde. Or obtain compound B 1080g through rectification.

Embodiment 2

[0039] The reaction equation is as follows:

[0040]

[0041] Put 1230g of compound A and 2800g of hexamethylenetetramine into the reaction kettle, and add trifluoroacetic acid while stirring until the raw materials are dissolved. React at a temperature of 70-90°C for 3-6 hours; evaporate the solvent under reduced pressure, add a saturated aqueous solution of sodium carbonate to neutralize the system until the pH is 6-8, add 500ml of toluene solvent and water to extract twice, take the organic layer, The solvent was distilled off under reduced pressure to obtain 1460 g of compound B.

Embodiment 3

[0043] The reaction equation is as follows:

[0044]

[0045] Put 1200g of compound A and 2100g of hexamethylenetetramine into the reaction kettle, and add 50% formic acid aqueous solution while stirring until the raw materials are dissolved. React at a temperature of 80°C for 8 hours; evaporate the solvent under reduced pressure, add a saturated aqueous solution of sodium carbonate to neutralize the system until the pH is 6-8, add 500ml of ethyl acetate solvent and water to extract twice, take the organic layer, add sulfuric acid Sodium was absorbed into water, filtered, and the solvent was distilled off under reduced pressure to obtain 1501 g of compound B. Embodiment four,

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Abstract

The invention provides a 2-thiophenecarboxaldehyde derivative industrial manufacture method. The method is characterized in that a thiophene derivative, a formaldehyde polymer and an amine derivative are reacted under effect of protonic acid to generate a 2-thiophenine ethyl derivative, and a 2-thiophenecarboxaldehyde derivative can be obtained under effect of cyanide. The production method is simple, which is different with a complex production mode, harsh production condition, and severe pollution problem in the prior art.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to an industrial production method of 2-thiophene carboxaldehyde derivatives. Background technique [0002] Thiophene, system name 1-thia-2,4-cyclopentadiene, CAS No. 110-02-1. From the structural formula, thiophene is a heterocyclic compound and also a thioether. Molecular formula C 4 h 4 S, molecular weight 84.14. Melting point -38°C, boiling point 84°C, density 1.051g / cm 3 . Thiophene is aromatic, similar to aromatic compounds, but more reactive than benzene. [0003] Because the sulfur atom has 2 pairs of lone electrons that are conjugated with 2 double bonds to form a delocalized π bond. Thiophenes are a new series of fine chemicals with great development potential. Such as: 2-thiophene carboxaldehyde is the intermediate of some drugs such as: tenidone, teniposide, antichongling, ticlopidine, clopidogrel, prasugrel, etc. At present, the preparation methods of 2-thiophen...

Claims

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Application Information

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IPC IPC(8): C07D333/22
CPCC07D333/22
Inventor 王志训
Owner 王志训
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