Preparation method of isotope labeled N-(1, 3-dimethylbutyl)-N'-phenyl p-benzoquinone

Abstract

The invention discloses a preparation method of isotope labeled N-(1, 3-dimethylbutyl)-N'-phenyl p-benzoquinone. The method comprises the following steps: reacting p-benzoquinone with aniline with all deuterated benzene ring hydrogen protons to obtain deuterated p-benzoquinone-2-aniline; and enabling reaction between the deuterated p-benzoquinone-2-aniline and 1, 3-dimethyl butylamine to obtain the N-(1, 3-dimethyl butyl)-N'-phenyl p-benzoquinone labeled by the isotope D. According to the invention, the continuous oxidative addition reaction of p-benzoquinone, aniline with all deuterated benzene ring hydrogen protons and 1, 3-dimethyl butylamine is adopted, so that the isotope D-labeled 6ppd-quinone can be simply and efficiently prepared under relatively mild conditions. The isotope D labeled 6ppd-quinone prepared by the method can be widely applied to content detection of environmental samples, cell and animal toxicological experiments and other related researches as a standard substance.

Description

technical field [0001] The invention relates to the field of environmental analysis, in particular to a preparation method of isotope-labeled N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone (6ppd-quinone). Background technique [0002] 6ppd, or N-(1,3-dimethylbutyl)-N’-phenyl-p-phenylenediamine, with a CAS number of 793-24-8, is a commonly used rubber anti-aging agent in the chemical industry. Due to its good anti-oxidation and anti-ozone properties, the compound is currently widely used in the rubber industry to improve the high temperature fatigue resistance and flex resistance of tires. According to statistics, the tire of each family car contains about 140-700 grams of 6ppd; while the 6ppd content in a heavy-duty truck tire can be as high as 3600-18000 grams. As tires wear and age, 6ppd is released into the environment along with tire debris. Existing studies have shown that there are different concentrations of 6ppd in different environmental media, including soil, lak...

AI Technical Summary

Problems solved by technology

[0006] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide a kind of preparation method of isotope-labeled N-(1,3-dimethylbutyl)-N'-phenyl-p-benzoquinone (6ppd-quinone), Designed to address the lack of existing methods for the simple and efficient preparation of isotopically labeled 6ppd-quinone standards

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