28598-72-3

Basic information

• Product Name: 2,3-DIHYDRO-5,7-BIS(TRIFLUORMETHYL)-1H-1,4-DIAZEPINE
• Synonyms: 2,3-DIHYDRO-5,7-BIS(TRIFLUORMETHYL)-1H-1,4-DIAZEPINE;2,3-Dihydro-5,7-bis(trifluoromethyl)-1H-1,4-diazepine
• CAS NO: 28598-72-3
• Molecular Formula: C7H6F6N2
• Molecular Weight: 232.13
• Mol File: 28598-72-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-DIHYDRO-5,7-BIS(TRIFLUORMETHYL)-1H-1,4-DIAZEPINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDRO-5,7-BIS(TRIFLUORMETHYL)-1H-1,4-DIAZEPINE(28598-72-3)
• EPA Substance Registry System: 2,3-DIHYDRO-5,7-BIS(TRIFLUORMETHYL)-1H-1,4-DIAZEPINE(28598-72-3)

Safety Data

• Hazardous Substances Data: 28598-72-3(Hazardous Substances Data)

Usage

Type of compound

Heterocyclic It contains a ring structure with two nitrogen atoms in a seven-membered ring.

Stability

High The presence of trifluoromethyl groups makes the compound highly stable and inert.

Reactivity

Inert Due to its high stability, the compound does not easily react with other chemicals.

Usage

Intermediate in synthesis It is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals.

Building block

Organic synthesis Commonly used as a building block in organic synthesis due to its versatility.

Applications

Chemical industry The compound has various applications in the chemical industry, including the production of pharmaceuticals and agrochemicals.

Upstream product

• 1522-22-1 1,1,1,5,5,5-hexafluoroacetylacetone 
• 15718-71-5 1,2-ethanediammonium diperchlorate 
• 25682-07-9 ethylenediamine monohydroperchlorate 
• 146496-42-6 6-fluoro-5,7-bis(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine 
• 107-15-3 ethylenediamine 

Relevant articles and documents

Reaction of 2-amino-4-imino-2-perfluoropentene with ethylenediamine and diethylenetriamine

The transamination of 2-amino-4-imino-2-perfluoropentene with ethylenediamine gives the corresponding 6-fluoro-5,7-bis(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine.The transamination of 2-amino-4-imino-2-perfluoropentene by diethylenetriamine is accompanied by intramolecular nucleophilic substitution of the α-fluorine atom to form 1,9-bis(trifluoromethyl)-3,4,6,7-tetrahydro-2H-pyrazinopyrazine whose structure was established by an X-ray structural investigation.Several salts of this bicyclic compound and its complex with BF3 have been described. - Key words: 2-amino-4-imino-2-perfluoropentene; β-aminovinylimine; ethylenediamine; diethylenetriamine; transamination; N-heterocycles; intramolecular nucleophilic substitution.

Interaction of perfluoropent-2-ene and its 2-amino-4-imino derivative with ethylenediamine and with diethylenetriamine

5,7-Trifluoromethyl-6-fluoro-2,3-dihydro-1H-1,4-diazepine has been prepared by the reaction of perfluoropent-2-ene (or 2-amino-4-iminoperfluoropent-2-ene) with ethylenediamine.Both perfluoropent-2-ene and 2-amino-4-iminoperfluoropent-2-ene were found to react with diethylenetriamine to form 1,9-trifluoromethyl-3,4,6,7-tetrahydro-2H-pyrazinopyrazine (established by X-ray study).Some salts and the complex with BF3 of this bicyclic compound are described.

Condensation of fluoroalkyl-containing 1,3-dicarbonyl compounds with ethylenediamine

2,3-Dihydro-1H-1,4-diazepines have been prepared by the direct interaction of fluoroalkylated 1,3-diketones with ethylenediamine hydroperchlorate; similarly, 1,2,3,4-tetrahydro-1,4-diazepine-5-ones have been obtained from fluorinated 1,3-keto esters.Under mild conditions, fluorinated copper(II) 1,3-diketonates, and coper(II) and nickel(II)N,N'-ethylenebis(aminovinyl ketonates) were found to react with ethylenediamine to form fluoroalkyl-containig N,N'-ethylenebis(aminovinyl ketones) and/or 2,3-dihydro-1H-1,4-diazepines.

TEMPLATE REACTIONS OF FLUORINE-CONTAINING 1,3-DIKETONES WITH ETHYLENEDIAMINE

Depending on the nature of the dicarbonyl fragment, the reaction of fluorinated copper(II) bis(1,3-diketonates) with ethylenediamine and its monoprotonated salts under mild conditions gives N,N'-ethylenebis(aminovinyl ketones) and/or 1,4-diazepines.In excess ethylenediamine, copper(II) and nickel(II) N,N'-ethylenebis(aminovinyl ketonates) undergo cyclization to 1,4-diazepines.

CYCLIZATION OF FLUOROALKYL-CONTAINING 1,3-DICARBONYL COMPOUNDS WITH ETHYLENEDIAMINE HYDROPERCHLORATE TO 1,4-DIAZEPINES

2,3-Dihydro-1H-1,4-diazepines and 1,2,3,4-tetrahydro-1,4-diazeptin-5-ones were obtained by direct condensation of fluorine-containing 1,3-diketones and 1,3-keto ethers, respectively, with ethylenediamine monohydroperchlorate.The structure of the compounds was confirmed by 1H NMR, mass spectrometry and molecular weight determination.