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Pyrrole derivatives preparation method

A technology for pyrrole derivatives and compounds, which is applied in the field of preparation of pyrrole derivatives, can solve problems such as low yield of reaction products, and achieve the effects of high product yield, easy operation and high purity

Inactive Publication Date: 2004-11-17
CHINA PETROLEUM & CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its disadvantage is that the reaction product yield is low

Method used

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  • Pyrrole derivatives preparation method
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  • Pyrrole derivatives preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1. Preparation of ethyl acetonyl acetoacetate

[0028] Place a 1000ml round bottom flask with a stirring device in a water bath, add 420ml of anhydrous N, N dimethylformamide and 102g (1.5mol) sodium ethoxide, and slowly add 195g of (1.5mol) ethyl acetoacetate, feed rate is limited with material temperature no more than 25 ℃, dropwise, then add dropwise 140g (1.5mol) chloroacetone, feed rate is still no more than 25 ℃ with material temperature as limit. Then, the reaction was continued for 12 hours to obtain a turbid brown reaction liquid (1).

[0029] The reaction solution (1) was filtered to remove the NaCl solid to obtain 650ml of purple-red liquid (2). After qualitative analysis and quantitative analysis by chromatography-mass spectrometry, the content of ethyl acetonyl acetoacetate was 33%. The purple-red liquid (2) is subjected to vacuum fractionation to remove the reaction solvent and unreacted components, and the fraction (3) with a temperature of 80° C. (3.3 k...

Embodiment 2

[0033] Sodium ethoxide in Example 1 was replaced with sodium metal, and other conditions were the same as in Example 1. The test results are shown in Table 1.

Embodiment 3

[0035] Ethanol was used to replace the dimethylformamide in Example 1, and other conditions were the same as in Example 1. The test results are shown in Table 1.

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Abstract

The invention refers to a preparing method of pyrrole derivative. It makes a acyl-ester compound R2COCH2COOR react with halogen substituted aldehyde or ketone R5CHXCOR5 in the polar solvent with alkaline to obtain formic acid ester substituted tetraethyldiaminobenzophenone R5COCH(R4)CH(COOR)COR2, then which reacts with ammonia or ammonium salt at 50-100 C degree for 1-10h, R and R2 are both C1-5 alkyls, R4 and R5 are both H1-5 or C1-5 alkyls, and X is Cl, Br or I.

Description

technical field [0001] The invention relates to a preparation method of pyrrole derivatives, in particular to a preparation method of formate alkyl-substituted pyrrole. Background technique [0002] Formate alkyl-substituted pyrrole derivatives are important intermediates for the preparation of alkyl-substituted pyrroles, and alkyl-substituted pyrroles such as 2,5-dimethylpyrrole are important catalytic promoters. Canadian Journal of Chemistry (CANADIAN JOURNAL OF CHEMISTRY VOL.48P1689-1697, 1970) discloses a preparation method of pyrrole derivatives substituted by a formate group alkyl group, the method is to add ammonia water to the acyl ester compound R 2 COCH 2 COOR and halogenated compounds R 4 In CHXCOH, the formate alkyl substituted pyrrole derivatives were obtained after the reaction. Its disadvantage is that the reaction product yield is low. Contents of the invention [0003] The object of the present invention is to provide a kind of preparation method of py...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D207/416
Inventor 栗同林隋军龙
Owner CHINA PETROLEUM & CHEM CORP