Synthesis method of 1,4-bis(p-toluenesulfonyl)trinitrocyclononane

Abstract

The invention discloses a synthesis method of 1,4-bis(p-toluenesulfonyl)trinitrocyclononane. The synthesis method comprises the following steps: with 1,4-bis(p-toluenesulfonyl)-7-benzoyltrinitrocyclononane as a substrate, removing a protecting group of a benzoyl group under an alkaline condition, and conducting a reaction under the condition that two p-toluenesulfonyl groups do not participate in the reaction so as to obtain the 1,4-bis(p-toluenesulfonyl)trinitrocyclononane. Reaction conditions are that a reflux reaction is adopted and reaction time is 10-36 hours. Compared with the prior art, the synthesis method of the invention has the following beneficial effects: the use of a large amount of inorganic acid and organic acid is avoided, and the problems of safety, environmental protection and the like are effectively guaranteed essentially; and reaction yield can be up to 90% or above.

Description

technical field

[0001] The invention relates to a synthesis method of 1,4-bis(p-toluenesulfonyl)triazacyclononane. Background technique

[0002] 1,4-bis(p-toluenesulfonyl)triazacyclononane, the molecular structure formula is:

[0003]

[0004] 1,4-bis(p-toluenesulfonyl)triazacyclononane is an important organic ligand intermediate. There is an unprotected amine group in its molecular structure, which can be connected to the required group, and then the p-toluenesulfonyl group is deprotected, and then connected to other asymmetric groups to obtain special-purpose organic compounds. body compound.

[0005] At present, the synthetic method of 1,4-bis(p-toluenesulfonyl)triazacyclononane publicly reported is to synthesize 1,4,7-three(p-toluenesulfonyl)triazacyclononane by traditional method first, and then Under the condition of hydrogen peroxide or propionic acid, a p-toluenesulfonyl group is removed to obtain 1,4-bis(p-toluenesulfonyl)triazacyclononane. The synthetic rout...

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