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Method for preparing diaminomaleonitrile

A technology of diaminomaleonitrile and its manufacturing method, which is applied to the preparation of carboxylic acid nitrile, the preparation of organic compounds, chemical instruments and methods, etc., which can solve the problems of restricting the acquisition of DAMN, and achieve the effect of easy implementation and improved conversion rate

Inactive Publication Date: 2015-03-11
ARKEMA FRANCE SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In the cases cited above, the starting reactant was hydrocyanic acid, a very toxic gas whose use is strictly controlled, which therefore limits access to DAMN

Method used

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  • Method for preparing diaminomaleonitrile

Examples

Experimental program
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Effect test

Embodiment 1

[0033] In an autoclave, 5 g of NaCN was added to 65 ml of acetone cyanohydrin. The solution was then stirred at 70°C for 4 hours. The solution turned brown. Excess acetone cyanohydrin was then neutralized by adding soda. The solution was then filtered and evaporated to give a brown solid (amount recovered 16.3 g, corresponding to yield = 85%).

Embodiment 2

[0035] In an autoclave, 10 g of NaCN was added to 130 ml of acetone cyanohydrin. Then 6.54 g of methyl mercaptan were added. The solution was then stirred at 60°C for 2 hours. The solution turned orange. Excess acetone cyanohydrin was then neutralized by adding soda. The solution was then filtered and evaporated to give an orange-yellow solid (amount recovered = 33.7 g, corresponding to yield = 88%).

Embodiment 3

[0037] In an autoclave, 28 ml of triethylamine was added to 130 ml of acetone cyanohydrin. The solution was heated to 40°C and stirred for 4 hours. The solution turned brown during the reaction. Then 300 ml of water were added and the aqueous phase was extracted with 3 x 150 ml of ethyl acetate. Combine the organic phases and use anhydrous MgSO 4 to dry. The solution was then filtered and evaporated. A brown solid was obtained (quantity = 31.3 g, corresponding to yield = 83%).

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Abstract

The present invention relates to a method for manufacturing diaminomaleonitrile, characterised in that said method includes at least one step during which a cyanohydrin ketone with formula RR'COHCN, R and R', which are the same or different, being a straight or branched alkyl chain having 1 to 5 carbon atoms, reacts in order to provide diaminomaleonitrile.

Description

technical field [0001] The present invention relates to the manufacture method of diaminomaleonitrile. Background technique [0002] Diaminomaleonitrile (DAMN) is a known precursor for the synthesis of nitrogen-containing rings such as imidazoles, pyrazines and purines. Recently, however, DAMN has been demonstrated to be a precursor for the synthesis of novel lithium salts with interesting properties for improving the performance of Li-ion batteries (WO 2010 / 023413). [0003] Conventionally, diaminomaleonitrile is obtained by polymerizing hydrocyanic acid (HCN) using various types of catalysis. [0004] The document GB1325620 describes the process by liquid phase tetramerization of HCN in the presence of a basic catalyst and at least one cocatalyst selected from cyanide and diiminosuccinonitrile at a temperature of -40°C to below 0°C. Prepare DAMNs. [0005] Furthermore, we may cite document US 4,066,683, which describes a process for the preparation of diaminomaleonitril...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/00C07C255/30
CPCC07C253/00C07C255/30
Inventor G.施密特
Owner ARKEMA FRANCE SA
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