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Method for preparing formamide by catalytic oxidation of tertiary amine

A technology of catalytic oxidation and formamide, applied in the field of chemical industry, can solve the problems of difficult product separation and purification, low atom economy, etc., and achieve the effect of high atom economy and mild reaction

Inactive Publication Date: 2015-11-04
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Strong acids or strong bases in these processes are corrosive, and some by-products will be produced in some processes, and the atom economy is not high, which makes it difficult to separate and purify products.

Method used

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  • Method for preparing formamide by catalytic oxidation of tertiary amine
  • Method for preparing formamide by catalytic oxidation of tertiary amine
  • Method for preparing formamide by catalytic oxidation of tertiary amine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] 0.01g MnO 2 Catalyst, 1mmol N,N-dimethylaniline and 2g chlorobenzene were added to a stainless steel autoclave with a polytetrafluoroethylene lining inside. The temperature was raised to a reaction temperature of 100° C. using an automatic temperature controller, and 0.6 MPa oxygen was added to react for 4 hours. During the reaction, the pressure was kept constant. The reaction product was analyzed by GC-MS, the conversion rate of tertiary amine was 92%, and the selectivity of formamide product was 91%.

Embodiment 2-23

[0016] Except catalyst, consumption, pressure, reaction time are different, catalyst activity evaluation is identical with embodiment 1. The reaction conditions and catalytic reaction results are shown in Table 1. It can be seen from Table 1 that the amount of catalyst, oxygen pressure, reaction temperature and reaction time have an impact on the catalytic effect. With the increase of reaction temperature (Examples 2 and 3), catalyst consumption (Examples 2 and 5), oxygen pressure (Examples 3 and 5) and reaction time (Examples 5 and 6), the yield increased. As the amount of catalyst increases, the oxygen pressure increases, and the yield of azobenzene also increases. Oxides or metal salts of transition metals V, Fe, Co, Mn, Cu, Cr, Mo, Ce, Nb, W, etc., all show good results.

[0017] Table 1 Oxidation of aniline to prepare azobenzene

[0018]

[0019]

Embodiment 24-40

[0021] The catalyst activity evaluation was the same as in Example 1 except that the amount of substrate and solvent was different. The reaction conditions and catalytic reaction results are shown in Table 2. The combination of tertiary amines substituted by different alkyl groups (including aromatic rings, aliphatic chains, and aliphatic ring alkyl groups) can be oxidized into corresponding formamide compounds.

[0022] Table 2 Oxidation of different tertiary amine substrates

[0023]

[0024]

[0025] The invention has high oxidation efficiency and high product yield; uses air or oxygen as the oxygen source, is economical, environmentally friendly and has good application prospects.

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Abstract

The invention provides a novel method for preparing formamide. In the method, tertiary amine serves as a substrate, air or oxygen serves as an oxygen source, and tertiary amine is oxidized into formamide under the effect of a catalyst. The method is high in oxidation efficiency and product yield; the air or oxygen serves as the oxygen source, and the method is economical and environmentally friendly and has very good application prospect.

Description

technical field [0001] The invention relates to the field of chemistry and chemical engineering, in particular to a method for preparing formamide by catalytic oxidation of tertiary amines. Background technique [0002] Formamide compound is an important chemical raw material intermediate, which is widely used in organic lining and pharmaceuticals. At present, the synthesis of formamide is mainly through the method of amine exchange. Using formic acid and its derivatives (formate, N,N-diformamide, etc.), metal carbonyl compounds, etc. as formylating reagents, in strong acids (such as AlCl 3 , SnCl 4 ) or a strong base (such as NaOH or NaOCH 3 ) as a catalyst, the formylating reagent is subjected to affinity substitution by the substrate amine molecule to obtain the formamide compound. Strong acid or strong alkali in these processes is corrosive, and some by-products will be produced in some processes, and the atom economy is not high, which makes it difficult to separate...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B43/06C07C233/03C07C233/15C07C233/25C07C233/33C07C231/10C07D213/75C07D333/36C07D307/66C07D295/185
Inventor 王峰王敏徐杰马继平于淼张晓辰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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