80232-90-2

Basic information

• Product Name: 2-Thiazolamine, N-methyl-4-(1-methylethyl)-
• Synonyms: 2-Thiazolamine, N-methyl-4-(1-methylethyl)-
• CAS NO: 80232-90-2
• Molecular Formula: C₇H₁₂N₂S
• Molecular Weight: 156.25
• Mol File: 80232-90-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Thiazolamine, N-methyl-4-(1-methylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiazolamine, N-methyl-4-(1-methylethyl)-(80232-90-2)
• EPA Substance Registry System: 2-Thiazolamine, N-methyl-4-(1-methylethyl)-(80232-90-2)

Safety Data

• Hazardous Substances Data: 80232-90-2(Hazardous Substances Data)

Upstream product

• 17687-63-7 1-chloro-3-methylbutan-2-one 
• 598-52-7 1-(methyl)-thiourea 

Relevant articles and documents

The Hantzsch Thiazole Synthesis under Acidic Conditions: Change of Regioselectivity

The condensation of α-halogeno ketones with N-monosubstituted thioureas in neutral solvent leads exclusively to 2-(N-substituted amino)thiazoles.In the present work it was shown that under acidic conditions mixtures of 2-(N-substituted amino)thiazoles and 3-substituted 2-imino-2,3-dihydrothiazoles are formed. (The isomers were distinguished by characteristic differences between their 5-H 1H n.m.r. signals and the i.r.CO bands of their trifluoroacetate derivatives.) The proportions of the 2-imino-2,3-dihydrothiazoles in the mixtures are influenced by experimental features and by the structures of the starting materials.Reactions in 10 M-HCl-EtOH (1:2) at 80 deg C for 20 min were found to be the most efficient for generating 2-imino-2,3-dihydrothiazoles; in the most favourable case 2-imino-3,4-dimethyl-2,3-dihydrothiazole was obtained in 73 percent yield.A possible explanation of the results is discussed.