144303-96-8

Basic information

• Product Name: tert-Butyl (2-(Methylthio)phenyl)carbaMate
• Synonyms: tert-Butyl (2-(Methylthio)phenyl)carbaMate;2-(N-BOC-AMino)thioanisole
• CAS NO: 144303-96-8
• Molecular Formula: C₁₂H₁₇NO₂S
• Molecular Weight: 239.33388
• Mol File: 144303-96-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-Butyl (2-(Methylthio)phenyl)carbaMate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl (2-(Methylthio)phenyl)carbaMate(144303-96-8)
• EPA Substance Registry System: tert-Butyl (2-(Methylthio)phenyl)carbaMate(144303-96-8)

Safety Data

• Hazardous Substances Data: 144303-96-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 57, p. 6833, 1992 DOI: 10.1021/jo00051a030

Upstream product

• 3422-01-3 tert-butyl phenylcarbamate 
• 624-92-0 Dimethyldisulphide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2987-53-3 2-(Methylthio)aniline 
• 1239374-15-2 tert-butyl 2-(methylthio)phenyl(3-perfluorooctylpropoxy)carbamate 

Downstream Products

• 574751-77-2 2-({2-[(tert-butoxycarbonyl)amino]phenyl}thio)acetic acid 
• 1078587-10-6 tert-butyl 2-(methylthio)phenyl(2-thienylcarbonyl)-carbamate 
• 1078587-12-8 tert-butyl 2,2-dimethylpropanoyl[2-(methylthio)phenyl]carbamate 
• 1078587-08-2 tert-butyl 4-fluorobenzoyl[2-(methylthio)phenyl]carbamate 
• 1078587-06-0 tert-butyl benzoyl[2-(methylthio)phenyl]carbamate 
• 1078587-07-1 tert-butyl 4-methoxybenzoyl[2-(methylthio)phenyl]carbamate 
• 5325-20-2 2H-1,4-benzothiazin-3-one 

Relevant articles and documents

Amination of aryl iodides using a fluorous-tagged ammonia equivalent

A fluorous-tagged ammonia equivalent for the Cu-catalyzed amination of aryl iodides is described in which N-Boc-protected anilines are produced in high overall yield and purity. All purification steps are performed using Fluorous SolidPhase Extraction (F-SPE) greatly simplifying and speeding up the isolation of the desired products.

An unusual behaviour of N-(tert-butoxycarbonyl)- and N-pivaloyl-(methylthio)anilines in metallation reactions

The metallation reaction of N-Boc-and N-Piv-(methylthio)anilines are here described. The results show that N-Boc derivatives are metallated only by superbases to give products substituted at the thiomethylic group. N-Piv derivatives show a different behaviour: ortho-derivative is metallated by both butyllithium and superbase at the thiomethylic carbon atom, while para-derivative is metallated in ortho to the N-Piv group by butyllithium and at the thiomethylic carbon atom by superbase. The meta-derivative is metallated only by superbase at the thiomethylic carbon atom.