16982-46-0

Basic information

• Product Name: 2-ethyl-4,5-dihydrothiazole
• Synonyms: 2-ethyl-4,5-dihydrothiazole
• CAS NO: 16982-46-0
• Molecular Formula: C₅H₉NS
• Molecular Weight: 115.19666
• EINECS: 241-062-0
• Mol File: 16982-46-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 160-163 °C
• Boiling Point: 157.8°Cat760mmHg
• Flash Point: 49.2°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 3.51mmHg at 25°C
• Refractive Index: 1.572
• PKA: 5.14±0.10(Predicted)
• CAS DataBase Reference: 2-ethyl-4,5-dihydrothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethyl-4,5-dihydrothiazole(16982-46-0)
• EPA Substance Registry System: 2-ethyl-4,5-dihydrothiazole(16982-46-0)

Safety Data

• Hazardous Substances Data: 16982-46-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H9NS/c1-2-5-6-3-4-7-5/h2-4H2,1H3

Upstream product

• 60-23-1 Cysteamine 
• 107-12-0 propiononitrile 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 123-38-6 propionaldehyde 
• 74-85-1 ethene 
• 18266-55-2 N-(2-hydroxyethyl)propionamide 
• 141-43-5 ethanolamine 
• 802294-64-0 propionic acid 
• 631-58-3 thiopropanamide 
• 2576-47-8 2-bromoethylamine hydrobromide 

Downstream Products

• 5891-07-6 2-n-Propylaminoethanthiol 
• 55089-30-0 2-(1-methyl-cyclohexyl)-4,5-dihydro-thiazole 
• 40052-01-5 N-benzoyl-glycine 2-[1-(5-oxo-2-phenyl-oxazol-4-ylidene)-propylsulfanyl]-ethylamide 
• 40668-35-7 N-benzoyl-thioglycine S-{2-[1-(5-oxo-2-phenyl-oxazol-4-ylidene)-propylamino]-ethyl} ester 
• 55089-22-0 2-(1-methyl-2-phenyl-ethyl)-4,5-dihydro-thiazole 
• 70349-90-5 3'-benzyl-8-methoxy-3-methyl-6-nitro-spiro[chromene-2,2'-thiazolidine] 
• 39931-56-1 6-benzoyl-8-methyl-2,3-dihydro-thiazolo[3,2-c]pyrimidine-5,7-dione 
• 39931-57-2 8-methyl-5-phenyl-2,3-dihydro-thiazolo[3,2-c]pyrimidin-7-one 
• 26851-78-5 2-phenyl-3-methyl-Δ²-thiazolidinium iodide 
• 29926-41-8 1-(4,5-dihydro-1,3-thiazol-2-yl)ethanone 

Relevant articles and documents

Mechanistic Studies on Thiazolidine Formation in Aldehyde/Cysteamine Model Systems

A mechanism was proposed to elucidate the formation of a thiazolidine in aldehyde/cysteamine model systems. Buffer dramatically promotes thiazolidine formation from formaldehyde and cysteamine. Phosphate tends to stabilize the primary carbocation formed, and this may lead to completion of the cyclization by attack of the amino nitrogen on the activated carbon. Protic solvent, by removing the water molecule, further enhances thiazolidine formation. Redox reaction catalyzed by phosphate ions results in the conversion of thiazolidine to the corresponding thiazoline through hydride transfer.

Additive-free pd-catalyzed α-allylation of imine-containing heterocycles

An additive-free Pd-catalyzed α-allylation of different imino-group-ontaining heterocycles is reported. The activation of α-CH pronucleophiles (pKa (DMSO) > 25) occurs without the addition of strong bases or Lewis acids using only the Pd/Xantphos catalyst system. The reaction scope has been studied for various 5- and 6-membered nitrogen-containing heterocycles (yields up to 96%). Mechanistic investigations suggest an initial allylation of the imine-N followed by a Pd-catalyzed formal aza-Claisen rearrangement.

Generation of cyclic ketene-N,X-acetals (X = O, S) from 2-alkyl-1,3-oxazolines and 2-alkyl-1,3-thiazolines. Reactions with acid chlorides, 1,3-diacid chlorides and N-(chlorocarbonyl) isocyanate

2-Alkyl-1,3-oxazolines, 2-alkyl-1,3-thiazolines, and the corresponding cyclic ketene-N,X-acetals (X = O, S) derived from them were reacted with monoacid chlorides, diacid chlorides, triacid chlorides. A series of these carbon-carbon bond-forming reactions and cyclizations to both substituted 2,3-dihydrooxazolo[3,2-a]pyridine-5,7-diones and 2,3-dihydrothiazolo[3,2-a] pyridine-5,7-diones proceeded under mild reaction conditions. Cyclic ketene-N,X-acetal intermediates play important roles in all these reactions. Related cyclizations with N-(chlorocarbonyl) isocyanate formed substituted 2,3-dihydrooxazolo[3,2-c]pyrimidine-5,7-diones and 2,3-dihydrothiazolo[3,2-c] pyrimidine-5,7-diones. Georg Thieme Verlag Stuttgart.