Chemistry
Heterocyclic Building Blocks
Thiazoles
4,5-dihydrothiazole
Electrophilic Aromatic Substitution: If 4,5-dihydrothiazole has electron-rich substituents on the ring (e.g., alkyl or aryl groups), it can undergo electrophilic aromatic substitution reactions. In these reactions, the ring can react with electrophiles to form substituted products.
Nucleophilic Substitution: The sulfur atom in the thiazole ring can act as a nucleophile, particularly when it's deprotonated. It can react with various electrophiles to form substituted products. The basicity of the nitrogen atom in the thiazole ring can facilitate this reaction.
Oxidation: 4,5-dihydrothiazole can be oxidized to its corresponding thiazole (with a double bond) using oxidizing agents such as hydrogen peroxide or metal oxides.
Reduction: Conversely, 4,5-dihydrothiazole can be reduced to the corresponding saturated thiazolidine ring using reducing agents like lithium aluminum hydride (LiAlH4).
Ring Opening: Under certain conditions, the thiazole ring can undergo ring-opening reactions to produce compounds with open-chain structures. This typically involves cleaving one of the bonds in the ring.
Formation of Complexes: 4,5-dihydrothiazole can form complexes with various metal ions, often through coordination with the sulfur atom. These complexes may have unique reactivity.
Substitution Reactions: If there are halogen substituents on the 4,5-dihydrothiazole ring, it can undergo nucleophilic substitution reactions with nucleophiles like amines or thiols to replace the halogen atoms with other groups.
Framework+−
By Key Group+−
By Parent Nucleus+−
By Functional Group+−
Formula Weight+−
click to sign in and save
Methyl 2-methyl-4,5-dihydrothiazole-4-carboxylate
click to sign in and save
2-Amino-4,5-dihydrothiazole-4-carboxylic acid
click to sign in and save
Sodium 2-methyl-4,5-dihydrothiazole-4-carboxylate