74058-65-4

Usage

Uses

thiazolidin e thione pharmaceutical intermediate

Upstream product

• 134469-06-0 thiazolidine-2-thione 
• 140-10-3 (E)-3-phenylacrylic acid 
• 96-53-7 2-mercaptothiazoline 
• 102-92-1 Cinnamoyl chloride 
• 63987-96-2 thallium salt of Δ²-1,3-thiazoline-2-thiol 

Downstream Products

• 41590-65-2 N¹,N⁸-dicinnamoyl spermidine 
• 14371-10-9 (E)-3-phenylpropenal 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 6299-56-5 N-butyl-(E)-β-styrenecarboxamide 
• 5422-81-1 (E)-3-phenyl-1-(piperidin-1-yl)-prop-2-en-1-one 

Relevant academic research and scientific papers

2-Chloro-1,3-dimethylimidazolinium chloride. 1. A powerful dehydrating equivalent to DCC

2-Chloro-1,3-dimethylimidazolinium chloride (DMC) (3) can act as a powerful dehydrating agent, replacing DCC (1) under nearly neutral conditions. Its application to acylation and dehydration is described.

Amides parahydroxycinnamiques: synthese et proprietes inhibitrices vis-a-vis de l'alcool coniferylique deshydrogenase (CADH)

Parahydroxycinnamoyl amides are easily prepared from the lithioamines and the iminium salts of alkylated acids.Depending on the amine nucleophilic character, the yields are satisfactory with the aminopyridine derivatives, good for a natural product as the N-feruloyltryptamine 10.A good inactivation effect of the target enzyme CADH is observed with the aminopyridine derivatives, in particular with the N-feruloyl 2-amino pyridine 11.

Utilisation of Sulphur-containing Leaving Groups. Part 2. Monitored Reduction of Carboxylic Acids into Alcohols or Aldehydes via 3-Acylthiazolidine-2-thiones by Sodium Borohydride or Di-isobutylaluminium Hydride

3-Acylthiazolidine-2-thiones (2) have been prepared by three methods, and treated with di-isobutylaluminium hydride or sodium borohydride to give aldehyde or alcohol in high yield, respectively.The original yellow colour disappears when reduction is finished, enabling the reaction to be monitored.The high reactivity of the carbonyl group in amide (2) was briefly discussed.

MONITORED AMINOLYSIS OF 3-ACYLTHIAZOLIDINE-2-THIONE : A NEW CONVENIENT SYNTHESIS OF AMIDE

3-Acylthiazolidine-2-thiones (1) were easily prepared and they were treated with several amines in dichloromethane to give amides 4 in very high yields within a short time.Aminoalcohols and aminophenols were selectively converted into acylaminoalcohols and acylaminophenols, respectively, by this reaction.One can monitor the reaction by disappearance of the yellow color of the starting material 1.Some amide alkaloids (15-18) have effectively been synthesized.