16311-68-5

Upstream product

• 155709-86-7 3-Benzyl-5-(2-hydroxy-ethyl)-4-methyl-2,3-dihydro-thiazol-2-ol 
• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 100-39-0 benzyl bromide 

Downstream Products

• 24022-72-8 3-benzyl-1',3'-diethyl-3a-methyl-tetrahydro-spiro[furo[2,3-d]thiazole-2,4'-imidazolidine]-2',5'-dithione 
• 20940-03-8 3-benzyl-2-(N,N'-di-p-tolyl-carbamimidoyl)-5-(2-hydroxy-ethyl)-4-methyl-thiazolium; bromide 
• 52579-95-0 5-(2-hydroxy-ethyl)-3,4-dimethyl-N-p-tolyl-2,3-dihydro-thiazole-2-carboximidic acid 4-methyl-anilide 
• 52534-31-3 3-benzyl-3a-methyl-1',3',N,N'-tetrakis-(4-nitro-phenyl)-tetrahydro-spiro[furo[2,3-d]thiazole-2,4'-imidazolidine]-2',5'-diylidenediamine 
• 52625-16-8 3-benzyl-2-[N,N'-bis-(4-nitro-phenyl)-carbamimidoyl]-5-(2-hydroxy-ethyl)-4-methyl-thiazolium; bromide 
• 20939-95-1 3-benzyl-5-(2-hydroxy-ethyl)-4-methyl-2-(phenyl-thiocarbamoyl)-thiazolium betaine 
• 20939-96-2 3-benzyl-2-[(4-chloro-phenyl)-thiocarbamoyl]-5-(2-hydroxy-ethyl)-4-methyl-thiazolium betaine 
• 52534-33-5 3-benzyl-3a-methyl-1',3',N,N'-tetrakis-(2-nitro-phenyl)-tetrahydro-spiro[furo[2,3-d]thiazole-2,4'-imidazolidine]-2',5'-diylidenediamine 
• 52625-18-0 3-benzyl-2-[N,N'-bis-(2-nitro-phenyl)-carbamimidoyl]-5-(2-hydroxy-ethyl)-4-methyl-thiazolium; bromide 
• 7742-53-2 2-(4-benzyl-5-methyl-3-oxo-2-phenyl-2,3-dihydro-4H-1,4-thiazin-6-yl)ethyl benzoate 
• 7742-52-1 4-benzyl-6-(2-hydroxyethyl)-5-methyl-2-phenyl-2,3-dihydro-4H-1,4-thiazin-3-one 
• 23888-58-6 4,6-dimethyl-2-phenyl-4,6-dihydro-imidazo[4,5-d]thiazole-5-thione 
• 20940-05-0 4-benzyl-6-(2-hydroxy-ethyl)-5-methyl-2-p-tolylimino-4H-[1,4]thiazin-3-one 
• 23971-99-5 3-benzyl-3a,1',3'-trimethyl-tetrahydro-spiro[furo[2,3-d]thiazole-2,4'-imidazolidine]-2',5'-dithione 

Relevant academic research and scientific papers

Unexpected reactivity of diaryl α-diketones with thiazolium carbenes: Discovery of a novel multicomponent reaction for the facile synthesis of 1,4-thiazin-3-ones

Diaryl α-diketones do not undergo polarity reversal in the presence of (benzo)thiazolium carbenes but are engaged in a novel multicomponent reaction with water to efficiently give medicinally relevant 1,4-thiazin-3-one heterocycles. Three different sets of conditions have been optimized to furnish the title compounds in fair to excellent yields depending on the electronic properties of α-diketone aromatic substituents and thiazolium or benzothiazolium substrate. A plausible reaction mechanism is also proposed based on the isolation and characterization of the postulated key intermediate and isotopic labeling experiments.

Reversible Hydrolysis of the 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium Cation in Aqueous Solution

The hydrolysis of 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide has been studied using a stopped-flow technique with spectrophotometric recording.This reaction consists of three steps: the binding of a hydroxide ion to the thiazolium cation to form the pseudobase, the ring-opening of the pseudobase, and the loss of a proton from the ring-opened form (Breslow mechanism).The pseudobase and ring-opened form are intermediates and cannot be observed at equilibrium.However, in the stopped-flow experiment the three steps can be observed separately, and all equilibrium and rate constants have been obtained.The pH dependence of the reaction rates indicates the existence of a further intermediate, which is formed by N-protonation of the pseudobase.The pK value of the catalytically active ylide is larger than 15, therefore its concentration is too small to be detected.

Benzoin Condensation Reactions of 5-Membered Heterocyclic Compounds

Benzoin condensation reactions of 2-thiophenecarboxaldehydes and furfurals have been reexamined with catalysts such as potassium cyanide, cyanide-resin, and a thiazolium salt. 2-Thiophenecarboxaldehydes gave both thenoins and thenils while furfurals gave only furoins.Possible routes which might lead to formation of thenils were investigated.