161986-95-4

Basic information

• Product Name: 4-hydroxy-N-methyl-N-(α-bromopropionyl)aniline
• Synonyms: 4-hydroxy-N-methyl-N-(α-bromopropionyl)aniline
• CAS NO: 161986-95-4
• Molecular Weight: 258.115
• Mol File: 161986-95-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-hydroxy-N-methyl-N-(α-bromopropionyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-N-methyl-N-(α-bromopropionyl)aniline(161986-95-4)
• EPA Substance Registry System: 4-hydroxy-N-methyl-N-(α-bromopropionyl)aniline(161986-95-4)

Safety Data

• Hazardous Substances Data: 161986-95-4(Hazardous Substances Data)

Upstream product

• 150-75-4 N-methyl-p-aminophenol 
• 563-76-8 α-bromopropionyl bromide 

Downstream Products

• 57-47-6 (+/-)-Physostigmine 
• 1010-68-0 1,3-dimethyl-5-hydroxyoxindole 

Relevant articles and documents

TOTAL SYNTHESIS OF RACEMIC PHYSOSTIGMINE, PHYSOVENINE AND ITS SULFUR ANALOGUE BY THE OXINDOLE-5-O-TETRAHYDROPYRANYL ETHER ROUTE

1,3-Dimethyl-5-tetrahydropyranyloxyoxindole (4) was synthesized from 4-methylaminophenol sulfate (metol) (1).Phase transfer catalyzed C3-alkylation of compound (4) produced alcohol (5), nitrile (8), and thioalkohol (13) after treatment of bromide (12) with thiourea.Compound (5) and (13) were converted into racemic physovenine (7) and thiaphysovenine (15) by reaction with LAH, in situ deprotection, and reaction of phenols with methyl isocyanate.Conversion of nitrile (8) into racemic physostigmine (11) which included a reductive N-methylation of 9 was similarly accomplished.