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Process for synthesizing benzoxazolinone compounds

A technology for benzoxazolinones and compounds is applied in the field of synthesizing benzoxazolinone compounds, and achieves the effects of being beneficial to large-scale industrial production, easy and safe to operate, and less investment in equipment

Inactive Publication Date: 2007-06-06
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in this reaction a metered amount of sulfur is required

Method used

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  • Process for synthesizing benzoxazolinone compounds
  • Process for synthesizing benzoxazolinone compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Add o-nitrophenol (5mmol), Se (0.38mmol), KOH (5mmol) and DMF (15ml) into a 100ml three-neck flask with a condenser and magnetic stirring, continue to feed carbon monoxide, and heat to 110°C to stir the reaction After 4 hours, stop passing carbon monoxide, cool to room temperature, feed oxygen or air and stir the reaction for 4 hours, filter out the selenium powder, distill off the solvent under reduced pressure, and get 0.61g of 2-benzoxazolone by column chromatography, the yield It was 91% (calculated based on o-nitrophenol), and the product was identified by melting point determination and NMR.

Embodiment 2

[0021] The base is NaOH, and the reaction time is 6 hours. Other test methods and conditions are the same as in Example 1, and the productive rate is 68% (calculated by o-nitrophenol).

Embodiment 3

[0023] The base is AcOK, and the reaction time is 3 hours. Other test methods and conditions are the same as in Example 1, and the productive rate is 93% (calculated by o-nitrophenol).

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Abstract

The present invention relates to synthesis of benzoxazolinone, and is especially the one-step hydroformylation and carbonylation process of one-nitrophenol compound with selenium as catalyst and alkali as co-catalyst in the presence of CO and inside organic solvent to prepare benzoxazolinone. Under favorable condition, the product separating yield may reach 90 %. The present invention has safe and simple operation, easy-to-obtain material, easy separation of product and environment friendship.

Description

technical field [0001] The present invention relates to a method for synthesizing benzoxazolone compounds, in particular to a method for synthesizing benzoxazolones by carbon monoxide under normal pressure through selenium-catalyzed carbonylation of o-nitrophenol compounds compound method. Background technique [0002] Benzoxazolone compounds are a class of important intermediates, which can be used as anti-mold and anti-fungal agents for polymer materials and anti-fungal agents for grains. In the previous synthesis methods, highly toxic phosgene was used, and a large amount of chlorine-containing by-products were produced during the reaction process, which caused serious corrosion of the equipment and great troubles in disposal. Therefore, people hope to find non-phosgene methods. [0003] The method for synthesizing oxazolone with transition metal or main group element catalysis carbonylation compound containing aminoalcohol has been reported, but because oxygenant all us...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D263/58
Inventor 王小芳陆世维王树东
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI