Method for preparing N-phenyl succinimide

A technology of phenylsuccinimide and aniline, applied in the direction of organic chemistry, can solve the problems of dioxane toxicity, environmental hazards, long reaction time, etc., and achieve the effect of mild reaction conditions, low price and few by-products
CN102229554AInactive Publication Date: 2011-11-02SHAANXI UNIV OF SCI & TECH

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SHAANXI UNIV OF SCI & TECH
Publication Date
2011-11-02
Estimated Expiration
Not applicable · inactive patent
Patent Text Reader

Abstract

The invention relates to a method for preparing N-phenyl succinimide. The method comprises the following steps: step 1, adding A mol of succinic anhydride and B mol of aniline to a reactor, heating the reactor to 100 to 140 DEG C, and refluxing for 30 to 60 min with stirring; and step 2, cooling a mixture obtained in step 1 to room temperature, adding C mL of water to the mixture, cooling to 3 to7 DEG C, adding a strong acid with stirring to adjust the pH to 3 to 4, extraction-filtering, washing, drying products at the temperature of 60 to 100 DEG C, and recrystallizing with water. So a white crystal N-phenyl succinimide is obtained with A:B being equal to 1:(1.2-2) and C being equal to 200A. The method with the heating temperature in the range of 100 to 140 DEG C allows the reaction to be mild, byproducts to be less, and the yield to be more than 80%.
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Description

【Technical field】

[0001] The invention belongs to the field of chemical synthesis, in particular to a method for preparing N-phenylsuccinimide. 【Background technique】

[0002] Succinimide, abbreviated as NHS, also known as succinimide, is a product of acylation reaction between succinic anhydride and amine compounds.

[0003] The hydrogen atom on the nitrogen atom of succinimide is weakly acidic, K=3×10 -11 (25°C), it can be substituted by alkali metal to form a salt, and the reaction of this salt with halogenated hydrocarbon can produce a series of N-hydroxyl substituted derivatives, which are very important in organic synthesis, for example, β-amino acid and its derivatives can be synthesized. Therefore, succinimide is mostly used as a raw material for organic synthesis, and can be used to synthesize N-bromosuccinimide or N-chlorosuccinimide. It is also commonly used as an important intermediate for the preparation of medicines and pesticides. Analytical reagents or used...

Claims

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