Is thiazole a functional group?
Molecular and electronic structure Thiazole can also be considered a functional group. Oxazoles are related compounds, with sulfur replaced by oxygen. Thiazoles are structurally similar to imidazoles, with the thiazole sulfur replaced by nitrogen. Thiazole rings are planar and aromatic.
Which drug has thiazole nucleus?
Thiazole, heterocyclic nucleus is present in several potent pharmacologically active molecules such as Sulfathiazole (antimicrobial drug), Ritonavir (antiretroviral drug), Tiazofurin (antineoplastic drug) and Abafungin (antifungal drug) etc.
How can we synthesis thiazole?
Base-induced cyclization of active methylene isocyanides such as tosylmethyl isocyanide, ethyl isocyanoacetate, and arylmethyl isocyanides with methyl arene- and hetarenecarbodithioates enables an efficient synthesis of 4,5-disubstituted thiazoles. This synthesis is simple, rapid, and often avoids purification steps.
What is the structure of thiazole?
thiazole, any of a class of organic compounds of the heterocyclic series characterized by a ring structure composed of three carbon atoms, one nitrogen atom, and one sulfur atom.
Is thiazole basic?
Thiazole is more basic than oxazole but less basic than pyridine and forms stable picrate salts. Its chemical reactivity is very similar to thiophene and pyridine due to the presence of thiophene-type sulfur at position 1 and pyridine-type nitrogen at position 3 of the thiazole ring.
Why is thiazole aromatic?
It is also called 1,3-thiazole. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current.
What will be the product of reaction thiazole react with acid it takes place?
Recently, reaction of thiazole-2-carboxylic acid with hex-5-ynyl methanesulfonate in the presence of potassium carbonate was described. In the reaction of the carboxylic moiety with an amine in the presence of a coupling agent such as EDC·HCl and a base (Scheme 52), the new amide bond is formed yielding 124.
What is the Iupac name of thiazole?
1,3-thiazole
| IUPAC Name | 1,3-thiazole |
|---|---|
| Alternative Names | THIAZOLE |
| Molecular Formula | C3H3NS |
| Molar Mass | 85.124 g/mol |
| InChI | InChI=1S/C3H3NS/c1-2-5-3-4-1/h1-3H |
Which hetero atom is present in thiazole?
Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system.
Is thiazole electron rich?
Thiazole is a π-electron-excessive heterocycle. In contrast, electrophilic substitution of thiazoles preferentially takes place at the electron-rich C(5) position.
Is the only natural compound with thiazole ring?
There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.
Which heteroatom is present in thiazole ring?
Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. It is also called 1,3-thiazole.
What is the chemical reactivity of thiazole?
Its chemical reactivity is very similar to thiophene and pyridine due to the presence of thiophene-type sulfur at position 1 and pyridine-type nitrogen at position 3 of the thiazole ring. There are three possible sites, sulfur, nitrogen, and C5, for electrophilic reactions.
What happens when thiazole reacts with mercuric acetate?
Metalation of thiazole on reaction with mercuric acetate in acetic acid gave 2,4,5-tris (acetoxymercury)thiazole, while reaction with Grignard reagent produced thiazol-2yl-magnesium bromide. Parent thiazole with aryldiazonium halide underwent a coupling reaction to deliver 5-aryldiazenyl-2-aminothiazole.
What is thiazole made of?
Thiazole, or 1,3-thiazole, is a heterocyclic compound that contains both sulfur and nitrogen; the term ‘thiazole’ also refers to a large family of derivatives. Thiazole itself is a pale yellow liquid with a pyridine -like odor and the molecular formula C 3 H 3 NS. The thiazole ring is notable as a component of the vitamin thiamine (B 1 ).
How do you synthesize 5 aryl thiazoles?
Synthesis of thiazoles. Treatment of N,N-diformylaminomethyl aryl ketones with phosphorus pentasulfide and triethylamine in chloroform gives 5-arylthiazoles in good yield. The 5-aryl-1,3-thiazole core has been successfully functionalised at the 2-position to yield, over two steps, a large array of 5-aryl-2-arylsulfonyl-1,3-thiazoles.