51571-89-2

Upstream product

• 3287-99-8 benzylamine hydrochloride 
• 333-20-0 potassium thioacyanate 
• 6544-02-1 silicon tetraisothiocyanate 
• 100-46-9 benzylamine 
• 112404-82-7 4-pentinoyl isothiocyanate 
• 60-29-7 diethyl ether 
• 112404-83-8 2-(2-propinyl)-4-pentinoyl isothiocyanate 

Downstream Products

• 71124-61-3 C₁₆H₂₁NO₈*C₇H₉N*CHNS 
• 71124-54-4 C₁₅H₁₉NO₇*C₇H₉N*CHNS 
• 71124-58-8 C₁₅H₁₈ClNO₇*C₇H₉N*CHNS 
• 621-83-0 N-benzylthiourea 

Relevant academic research and scientific papers

SELECTIVITY OF NUCLEOPHILIC ADDITION TO AND SUBSTITUTION AT ISOTHIOCYANATOCARBONYL GROUP. REACTIONS OF 4-PENTINOYL- AND 2-(2-PROPINYL)-4-PENTINOYL ISOTHIOCYANATE WITH AMINES AND METHANOL

4-Pentinoyl isothiocyanate reacts with primary and secondary amines by either nucleophilic addition to N=C=S group to yield the corresponding thioureas, or a nucleophilic substitution at the carbonyl group to give 4-pentinoic acid amides.The less nucleophilic diphenylamine reacts selectively to afford the product of nucleophilic addition only. 2-(2-Propinyl)-4-pentinoyl isothiocyanate, having a sterically hindered carbonyl group, furnished with primary amines a mixture of amides and thioureas, whereas the bulkier secondary amines react selectively to form thioureasonly.Both isothiocyanates afford with methanol as a nucleophile axclusively the corresponding O-methyl monothiocarbamates.

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.