63468-70-2

Usage

Synonyms

2-amino-4-methylheptanenitrile, 2-amino-4-methyl-7-nitriloheptane

Physical state

colorless to pale yellow liquid

Odor

strong ammonia-like odor

Main use

building block for the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals

Other uses

intermediate in the production of surfactants, corrosion inhibitors, and industrial products

Classification

hazardous chemical

Handling precautions

should be handled with care in a well-ventilated environment and with appropriate personal protective equipment

InChI:InChI=1/C8H16N2/c1-2-3-4-5-6-8(10)7-9/h8H,2-6,10H2,1H3

Upstream product

• 111-71-7 heptanal 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 74-90-8 hydrogen cyanide 
• 40899-00-1 1-amino-heptan-1-ol 
• 66471-52-1 2-hydroxyoctanenitrile 
• 488152-05-2 2-[(diphenylmethylene)amino]octanenitrile 

Downstream Products

• 13880-52-9 2-Amino-octansaeure-amid 

Relevant academic research and scientific papers

An efficient procedure for the preparation of 4-substituted 5-aminoimidazoles

The preparation of O-methylimidates from α-aminonitriles and their subsequent co-cyclization with primary amines to afford 4-substituted 5-aminoimidazoles was studied. It was found that the mildly acidic pyridinium p-toluenesulfonate efficiently catalyzed each stage of the reaction sequence: (a) the formation of the O-methylimidates, (b) their co-cyclization with a variety of primary amines, and (c) certain derivatizations of the resultant heterocycles. The developed reaction conditions tolerate a wide variety of α-aminonitriles and primary amine co-reactants. Thus, it is possible to easily prepare a diverse array of substituted heterocyclic compounds in good yield. The requisite α-aminonitriles were synthesized either from amino acids or by phase-transfer alkylation of a glycine anion equivalent. The unstable free 5-aminoimidazoles were normally protected in situ to provide derivatives (methyl imidates or N,N-dimethylamidines) that were amenable to characterization.