632335-66-1

Basic information

• Product Name: 2-Piperidinethione, 1-methyl-4-(1-methyl-1-nitroethyl)-
• Synonyms: 2-Piperidinethione, 1-methyl-4-(1-methyl-1-nitroethyl)-
• CAS NO: 632335-66-1
• Molecular Formula: C9H16N2O2S
• Molecular Weight: 216.3
• Mol File: 632335-66-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Piperidinethione, 1-methyl-4-(1-methyl-1-nitroethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Piperidinethione, 1-methyl-4-(1-methyl-1-nitroethyl)-(632335-66-1)
• EPA Substance Registry System: 2-Piperidinethione, 1-methyl-4-(1-methyl-1-nitroethyl)-(632335-66-1)

Safety Data

• Hazardous Substances Data: 632335-66-1(Hazardous Substances Data)

Upstream product

• 79-46-9 2-nitropropane 
• 632335-63-8 1-methyl-5,6-dihydro-1H-pyridine-2-thione 
• 13070-07-0 1-methylpiperidine-2-thione 

Relevant articles and documents

Michael addition of nitroalkanes to nonactivated α,β-unsaturated δ-thiolactams: reactivity, diastereoselectivity, and comparison to α,β-unsaturated δ-lactams

Aliphatic nitrocompounds add to nonactivated α,β-unsaturated δ-thiolactams leading to 4-nitroalkyl functionalized δ-thiolactams in good yields. The addition is a stereocontrolled process with respect to substituents at C-6, and takes place producing trans

New stereoselective synthesis of 2-allyl-4-nitroalkylpiperidine-2-thiones and their transformation to annulated piperidinones

Highly stereocontrolled access to trans-3-allyl-4nitro-alkyl-1,6-disubstituted δ-thiolactams was achieved starting from piperidine-2-thione or commercially available 2-mercaptopyridine via Michael-addition of nitroalkanes to 5,6-dihydropyridin-2-thiones, S-allylation and thio-Claisen rearrangement. The corresponding lactams obtained by desulfurisation, were found to be suitable precursors for the construction of trans-fused bicyclic 2-piperidinone derivatives (octahydro[2]pyrindinones) in a regio- and stereoselective radical 5-exo-trig annulation process.