85656-49-1

Usage

Physical state

Yellow to brown liquid

Odor

Pungent

Uses

Intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds; reagent in chemical reactions; development of new compounds with potential pharmacological or biological activity

Applications

Production of perfumes and in the flavor industry

Safety precautions

Can be harmful if ingested, inhaled, or comes into contact with the skin. It is important to handle with caution and follow safety protocols.

Upstream product

• 6142-18-3 2-(dimethylamino)-4-methylthiazole 
• 68-12-2 N,N-dimethyl-formamide 
• 26847-01-8 2-chloro-4-methyl-1,3-thiazole 

Relevant academic research and scientific papers

An Easy General Synthesis of 2-(N,N-Dialkylamino)thiazol-5-yl Aldehydes and Ketones

Reaction between 2-chloro-5-thiazolyl-lithium and N,N-dialkylformamides or amides gave 2-N,N-dialkylaminothiazol-5-yl aldehydes or ketones on quenching with water.Quenching with acid gave 2-chlorothiazole-5-yl aldehydes or ketones, from which chloride was easily displaced by free amines.

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.