82721-93-5

Basic information

• Product Name: 2-Thiazolamine, 4-(1,1-dimethylethyl)-N-methyl-N-phenyl-
• CAS NO: 82721-93-5
• Molecular Formula: C14H18N2S
• Molecular Weight: 246.376
• Mol File: 82721-93-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Thiazolamine, 4-(1,1-dimethylethyl)-N-methyl-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiazolamine, 4-(1,1-dimethylethyl)-N-methyl-N-phenyl-(82721-93-5)
• EPA Substance Registry System: 2-Thiazolamine, 4-(1,1-dimethylethyl)-N-methyl-N-phenyl-(82721-93-5)

Safety Data

• Hazardous Substances Data: 82721-93-5(Hazardous Substances Data)

Upstream product

• 5469-26-1 1-Bromopinacolon 
• 18773-77-8 methyl(phenyl)cyanamide 
• 100-61-8 N-methylaniline 
• 4104-75-0 1-methyl-1-phenylthiourea 
• 82721-84-4 O-ethyl S-(3,3-dimethyl-2-oxo-butyl) dithiocarbonate 

Downstream Products

• 89563-74-6 2-(N-methyl-N-phenylamino)-4-t-butyl-5-trifluoroacetylthiazole 
• 85656-57-1 4-t-butyl-2-(N-methyl-N-phenylamino)thiazole-5-carbaldehyde 
• 89563-56-4 2--5-nitro-4-t-butylthiazole 
• 89563-57-5 2--4-t-butylthiazole 
• 118134-27-3 5-acetyl-2-(N-methylanilino)-4-t-butylthiazole 

Relevant articles and documents

A NEW GENERAL SYNTHESIS OF 2-(N-MONO- AND N-DI-SUBSTITUTED AMINO)THIAZOLES

Although α-mercapto ketones react with cyanamides to give substituted 2-aminothiazoles the yields are satisfactory in only the simplest cases.However, a range of 2-aminothiazoles with substituents on the ring or the exo-nitrogen atom was obtained efficiently by the following one-pot procedure: a solution of an α-mercapto ketone anion was generated by treating an O-ethyl S-2-oxoethyl dithiocarbonate with piperidine at 20 deg C, a cyanamide was added, and the solution was heated for 3-6 h.

N,N-Disubstituted 2-Aminothiazole-5-carbaldehydes: Preparation and Investigation of Structural Features

Methods of preparing N,N-disubstituted 2-aminothiazoles have been investigated. 4-Substituted N,N-dimethyl-, N-benzyl-N-methyl-, and N-methyl-N-phenyl-amines were prepared and converted by Vilsmeier formylation into 2-amino-5-carbaldehydes which were examined by i.r. and 1H n.m.r. spectrometry.The aldehyde group adopts the carbonyl O,S-syn-conformation.With the N,N-dimethyl and N-benzyl-N-methyl compounds the barrier to rotation of the amine group (ΔG(excit.)) is 50-55 kJ mol-1 and is insensitive to the nature of the 4-substituent.The amine group of the N-methyl-N-phenyl compounds has a marked preference for one orientation.This was shown by a crystallographic study of 4-t-butyl-2-(N-methyl-N-phenylamino)thiazole-5-carbaldehyde to have the phenyl group directed towards the sulphur atom of the thiazole ring.