54845-43-1

Upstream product

• 637-50-3 1-phenylpropene 
• 107327-29-7 1-chloro-1-phenyl-2-(methylsulfonyl)propane 

Downstream Products

• 107327-34-4 1-(methyl N-glycinyl)-2-(methylsulfonyl)-3-phenyl-2-propene 
• 107327-36-6 1-(1-piperidinyl)-2-(methylsulfonyl)-3-phenyl-2-propene 
• 107327-31-1 N,N-diisopropyl-1-amino-2-(methylsulfonyl)-3-phenyl-2-propene 
• 107327-32-2 N-tert-butyl-1-amino-2-(methylsulfonyl)-3-phenyl-2-propene 
• 107327-38-8 2-(methylsulfonyl)-3-methoxy-1-phenylpropene 
• 107327-30-0 3-bromo-2-(methylsulfonyl)-1-phenyl-1-propene 

Relevant academic research and scientific papers

Synthesis and Reactivity of N-Substituted-1-amino-2-(methylsulfonyl)-3-phenyl-2-propenes

The synthesis of 3-bromo-2-(methylsulfonyl)-1-phenyl-1-propene (1b) is described.Reaction of the allyl bromide 1b with tert-butylamine, diisopropylamine, glycine methyl ester, and piperidine in benzene solution yielded mixtures of direct substitution (SN2) and substitution-rearrangement (SN2') products, 2 and 3, respectively.The SN2:SN2' ratio ranged from 1:4 for reaction of 1b with glycine methyl ester to greater than 20:1 for the reaction with diisopropylamine.Amine hydrochloride promoted amine exchange reactions of N,N-diisopropyl-1-amino-2-(methylsulfonyl)-3-phenyl-2-propene (2a) and the amine exchange and aminotropic rearrangement reactions of the thermodynamically less stable N-tert-butyl-1-amino-2-(methylsulfonyl)-1-phenyl-2-propene (3b) are described.Evidence for acid-catalyzed aminotropic rearrangement and amine exchange reactions (3-->2) is presented.Equilibrium constants for reactions of 2a and of 2b with piperidine hydrochloride in chloroform solution were determined.