Preparing method of mannich base

A technology for Mannich bases and derivatives is applied in the field of preparation of Mannich bases, which can solve the problems of increased operational risk, toxic solvents and high cost, and achieves the effects of low cost, easy operation and mild conditions.

A technology for Mannich bases and derivatives is applied in the field of preparation of Mannich bases, which can solve the problems of increased operational risk, toxic solvents and high cost, and achieves the effects of low cost, easy operation and mild conditions.

CN101717320AInactive Publication Date: 2010-06-02ANYANG NORMAL UNIV
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  • Preparing method of mannich base
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preparation example Construction

[0008] The present invention is a kind of preparation method of Mannich base, described product Mannich base structural formula is as shown in following formula 1, formula 2, formula 3, formula 4,

[0009]

[0010] Formula 1 Formula 2

[0011]

[0012] Formula 3 Formula 4

[0013] R1=H in formula 1, CH3, NH2, NO2, CH3O, Cl

[0014] R2=H in formula 1, CH3, NH2, NO2, CH3O, Cl

[0015] In formula 1, R3=H, CH3, NH2, NO2, CH3O, Cl

[0016] R1=H in formula 2, CH3, NH2, NO2, CH3O, Cl

[0017] R2=H in formula 2, CH3, NH2, NO2, CH3O, Cl

[0018] R1=H in formula 3, CH3, NH2, NO2, CH3O, Cl

[0019] R2=H in formula 3, CH3, NH2, NO2, CH3O, Cl

[0020] In formula 3, R3=H, CH3, CH3CH2CH3CH2CH2

[0021] In formula 3, R4=H, CH3, CH3CH2CH3CH2CH2

[0022] R1=H in formula 4, CH3, NH2, NO2, CH3O, Cl

[0023] R2=H in formula 4, CH3, NH2, NO2, CH3O, Cl

[0024] R3=H in formula 4, CH3, NO2, Cl

[0025] In order to more fully explain the practice of the present invention, an example o...

Embodiment 1

[0026] Example 1: Add in a 50mL single-necked flask, 1.06g (10mmol) benzaldehyde, 1.07g (10mmol) p-methylaniline and 1.2g (10mmol) acetophenone, add 3mL water as solvent, add 0.15g (1mmol) Trifluoromethanesulfonic acid was used as a catalyst, stirred vigorously by a magnetic stirrer for 16 hours, the crude product was separated, recrystallized from ethanol, and dried at room temperature to obtain 3.1 g of Mannich base with a yield of 98%.

Embodiment 2

[0027] Example 2: In a 50mL single-necked flask, add 1.06g (10mmol) benzaldehyde, 0.93g (10mmol) aniline and 0.98g (10mmol) cyclohexanone, add 3mL water as a solvent, add 0.015g (0.1mmol) trifluoro Methanesulfonic acid was used as a catalyst, stirred vigorously by a magnetic stirrer for 1 hour, and the crude product was separated, recrystallized from ethanol, and dried at room temperature to obtain 2.57 g of Mannich base, with a yield of 92%.

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Abstract

The invention provides a preparing method of mannich base. The method takes three components of aldehyde, amine, ketone or naphthol as a raw material, takes water as a solvent, and takes liquid superacid as a catalyst, the raw material, the solvent and the catalyst are reacted at normal pressure and room temperature, and then recrystallized and dried to obtain the product of mannich base. The method has the advantages of mild condition, convenient operation, environment protection, high efficiency, good selectivity, high productivity and easy realization.

Description

1. Technical field: [0001] The invention relates to a method for preparing a Mannich base, in particular to a three-component one-pot method for preparing a Mannich base by using aldehydes, amines, ketones or naphthols as raw materials, and belongs to the field of chemistry. 2. Background technology: [0002] Mannich base (English: Mannich base) and its derivatives are an important class of nitrogen-containing compounds, widely used in medicines, pesticides, dyes, coatings, explosives, corrosion inhibitors, oil additives and other fields, or many organic Important intermediates in synthesis and natural product synthesis. The widespread existence and application of compounds containing nitrogen atoms reflect the importance of Mannich bases. [0003] There are many ways to prepare Mannich base and its derivatives, and there are two main routes: one is to make imine from aldehyde and amine, and then react with ketone or silanol ether prepared from ketone to synthesize two comp...

Claims

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Application Information

Patent Timeline
02 Jun 2010
Publication
CN101717320A
IPC
C07B43/04; C07C221/00; C07C225/16; C07C225/18; C07C215/50; C07C213/02
Inventors
李刚; 李强