2518-13-0

Usage

Chemical class

thiazole

Physical form

yellow crystalline solid

Use in pharmaceutical industry

building block for drug synthesis

Potential biological activities

antimicrobial, antifungal, anticancer

Enzyme inhibition

promising for drug development and therapeutic applications

Upstream product

• 26060-30-0 4-nitrothiobenzamide 
• 122-04-3 4-nitro-benzoyl chloride 
• 6640-65-9 N-(2-hydroxyethyl)-4-nitrobenzamide 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 619-72-7 4-nitrobenzonitrile 
• 2576-47-8 2-bromoethylamine hydrobromide 
• 60-23-1 Cysteamine 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 62-23-7 4-nitro-benzoic acid 
• 4231-71-4 1H-1,2,3-benzotriazol-1-yl-4-nitrophenylmethanone 
• 52708-02-8 4-nitrobenzimidic acid methyl ester 
• 108481-60-3 4-nitro-benzoic acid-(2-bromo-ethylamide) 

Downstream Products

• 774238-35-6 4-(4,5-dihydrothiazol-2-yl)aniline 
• 3704-41-4 2-(4-nitrophenyl)thiazole 
• 54151-09-6 5-(4-nitro-phenyl)-6-(toluene-4-sulfonyloxy)-4-thia-1-aza-bicyclo[3.2.0]heptan-7-one 

Relevant academic research and scientific papers

Microwave-Assisted Synthesis of 2-Substituted 2-Thiazolines and 5,6-Dihydro-4 H -1,3-thiazines

An efficient and general method for the synthesis of 2-substituted thiazolines and 5,6-dihydro-4 H -1,3-thiazines is developed via microwave-assisted ring closure of ω-thioamidoalcohols promoted by ethyl polyphosphate (PPE). The cyclization reaction involves an S N 2-type mechanism and features the advantages of very short reaction times, high yields and a predictable stereochemical outcome. The acyclic precursors are prepared in high overall yields by an improved diacylation-thionation-saponification sequence from commercially available ω-amino alcohols. The whole process is metal-free and operationally simple.

Cu(II) immobilized on Fe3O4@Agarose nanomagnetic catalyst functionalized with ethanolamine phosphate–salicylaldehyde schiff base: A magnetically reusable nanocatalyst for preparation of 2-substituted imidazolines, oxazolines, and thiazolines

Herein we synthesized Cu(II) immobilized on Fe 3 O 4 @Agarose functionalized with ethanolamine phosphate–salicylaldehyde Schiff base (Fe 3 O 4 @Agarose/SAEPH 2 /Cu(II)) as a new and cost-effective nanomagnetic catalyst. The nanomagnetic catalyst was characterized by FT- IR, XRD, VSM, SEM- EDX, TEM, TGA, and ICP techniques and it was found that the particles were about 9–25 nm in size and spherical with entrapment of the Fe 3 O 4 particles in the hollow pore structure of the agarose. The prepared nanomagnetic catalyst showed excellent activity for preparation of 2-substituted imidazolines, oxazolines, and thiazolines. The catalyst is easy to prepare and exhibits higher catalytic activity than some commercially available copper sources. More importantly, this nanomagnetic catalyst can be easily recovered by using a permanent magnet and reused for at least seven cycles without significant deactivation.

A single-reagent-driven multistep one-pot preparation of thiazolines and 1,3-thiazines from aldoximes, nitriles, and carboxylic acids

N-(ω-Bromoalkyl)dichlorothiophosphoramidates have been designed as a new class of reagent for the single-reagent-driven multistep preparation of 2-substituted thiazolines and 1,3-thiazines from ald-oximes, nitriles, or carboxylic acids. A wide range of substrates both aromatic as well as aliphatic were investigated and found suitable for the developed protocol.

DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles

Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.

One-pot synthesis of 2-arylthiazolines with 1-butyl-3-methylimidazolium tribromide as a catalytic reagent

A simple, inexpensive, and efficient one-pot synthesis of 2-arylthiazoline derivatives under solvent-free conditions using a catalytic amount of 1-butyl-3-methylimidazolium tribromide with excellent product yields is reported. This methodology provides ea

Tribromomelamine: A novel and efficient catalyst for the synthesis 2-arylthiazolines under solvent-free conditions

A novel procedure for the synthesis of 2-arylthiazolines through one-pot condensation of of nitriles with 2-aminoethanethiol in the presence of tribromomelamine as catalyst under solvent-free conditions is described.

Solvent-free tandem synthesis of 2-thiazolines and 2-oxazolines catalyzed by a copper catalyst

Tandem reactions of nitriles with 2-aminoethanethiol hydrochloride or amino alcohols in the presence of a catalytic amount of cupric methacrylate (Cu II2L4, L = methacrylate) were employed to prepare 2-thiazolines and 2-ox

Easy access to thiazolines and thiazines via tandem S-alkylation- cyclodeamination of thioamides/haloamines

This is the first report of a facile synthesis of thiazolines and thiazines from a self-catalyzed, water assisted tandem S-alkylation-cyclodeamination reaction of thioamides/haloamines. The reaction is clean and efficient with simple product work-up, and is applicable to a variety of substrates.