851854-93-8

Basic information

• Product Name: 3-(1-azepanylamino)-5,5-dimethyl-2-(1-piperidylmethyl)-2-cyclohexen-1-one
• CAS NO: 851854-93-8
• Molecular Weight: 333.517
• Mol File: 851854-93-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(1-azepanylamino)-5,5-dimethyl-2-(1-piperidylmethyl)-2-cyclohexen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-azepanylamino)-5,5-dimethyl-2-(1-piperidylmethyl)-2-cyclohexen-1-one(851854-93-8)
• EPA Substance Registry System: 3-(1-azepanylamino)-5,5-dimethyl-2-(1-piperidylmethyl)-2-cyclohexen-1-one(851854-93-8)

Safety Data

• Hazardous Substances Data: 851854-93-8(Hazardous Substances Data)

Upstream product

• 126-81-8 dimedone 
• 5906-35-4 1-azepanylamine 
• 851854-89-2 3-(1-azepanylamino)-5,5-dimethyl-2-cyclohexen-1-one 
• 16158-88-6 N-(chloromethyl)piperidine 

Relevant articles and documents

Reactions of vinylogous hydrazides with carbiminium compounds

Vinylogous hydrazides of type 1 react with methyleniminium salts only in 2-position to form aminomethylated compounds 2·HX. The oxidation of 1 with Hg(II)-EDTA results in a twofold dehydrogenation to the lactams 3, which may be aminomethylated in 2-position. The methylpiperidine derivatives 4 and 5 with Hg(II)-EDTA yield in a monodehydrogenation cyclic iminium compounds. These are isolated as 6·ClO4 and 7·ClO4 respectively, and show an enolimine structure, which is not accessible to intramolecular aminoalkylation. With the 2-methylsubstituted enhydrazinones 11 methyleniminium salts cause an attack at 4-position, vinylogous to the carbonyl function, and produce the aminomethylated derivatives 13. Oxidation of 11 gives rise to the lactams 12, which are inert to Mannich reagents. The Mannich bases 2 undergo an amine elimination to form the pyrazolinium betaines 15. The aminomethylated lactams 20 show, in addition to amine eliminations, retro Mannich reactions and from the cleavage products methylenebis(lactam- enhydrazinones) 21 result. Formaldehyde and primary amines generate with 1 and 3 the tetrahydropyrimidine derivatives 24/25 and 22/23, respectively. Hexahydroacridinediones 27 are obtained from the reaction of 21 with formaldehyde and acetic acid.