82947-22-6

Basic information

• Product Name: β-(N-tosyl-p-toluidino)acrolein
• Synonyms: β-(N-tosyl-p-toluidino)acrolein
• CAS NO: 82947-22-6
• Molecular Weight: 315.393
• Mol File: 82947-22-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: β-(N-tosyl-p-toluidino)acrolein(CAS DataBase Reference)
• NIST Chemistry Reference: β-(N-tosyl-p-toluidino)acrolein(82947-22-6)
• EPA Substance Registry System: β-(N-tosyl-p-toluidino)acrolein(82947-22-6)

Safety Data

• Hazardous Substances Data: 82947-22-6(Hazardous Substances Data)

Upstream product

• 82947-19-1 1-(N-tosyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene 
• 4485-91-0 1-(p-methylphenylamino)-3-(p-methylphenylimino)-1-propene 
• 59360-12-2 1-(N-acetyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene 
• 78486-46-1 1-(N-benzoyl-p-methylphenyloamino)-3-(p-methylphenylimino)-1-propene 
• 62-53-3 aniline 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 4485-91-0 1-(p-methylphenylamino)-3-(p-methylphenylimino)-1-propene 
• 51217-92-6 β-(p-toluidino)acrolein 

Relevant articles and documents

Hydrolysis of Acyl Derivates of Malonaldehyde Dianil. II. Aminolysis and Alcoholysis of Acyl Derivates of Malonaldehyde Dianil and β-Arylaminoacrolein

Aminolysis and alcoholysis reactions of β-arylaminoacrolein and its N-acyl derivates were studied.Acid-catalysed aminolysis of β-(N-benzoyl-p-toluidino)acrolein (III) occured at the β-position of III, accompanying the reversible interaction of the amine and the formyl group of III.In the reaction of III and amine in methanol under neutral conditions, aminolysis at the β-position of III and alcoholysis of the amide carbonyl group of III proceeded in parallel; the latter reaction was catalysed by amine.In either case, no evidence of aminolysis at the amide carbonyl group of III was obtained.The reaction of the fotmyl group of III proceeded mainly when III and amine were reacted in benzene solution.Thus, 1-(N-benzoyl-p-methylphenylamino)-3-(p-chlorophenylimino)-1-propene (XII) was obtained when III and p-chloroaniline were reacted in benzene.Alkaline hydrolysis of XII afforded 1-(p-methylphenylamino)-3-(p-chlorophenylimino)-1-propene (XIII), an unsymmetrical malonaldehyd dianil.Aminolysis and alcoholysis reactions of 1-arylamino-3-arylimino-1-propene(malonaldehyde dianil) and its N-acyl-derivates were also studied.Alcoholysis occured at the amide carbonyl group of N-acyl derivates, while aminolysis occured at the 1-position except for the case of 1-(N-phenylcarbamoyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene (XIV).Keywords--aminolysis; alcoholysis; β(N-benzoyl-p-toluidino)acrolein; β-(N-phenycarbamoyl-p-toluidino)acrolein; l-(N-benzoyl-p-methylphenylamino)-3-(p-methylphenylimino)-1-propene; l-(N-benzoyl-p-methylphenylamino)-3-(chlorophenylimino)-1-propene; 1-(p-methyphenylamino)-3-(p-chlorophenylimino)-1-propene; 1-(N-phenylcarbamoyl-p-methylphenylamino)-3-(p-methylphenylamino)-3-(p-methylphenylimino)-1-propene