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thiazolidine
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thiazolidine

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Also known as tetrahydrothiazole, 1-thia-3-azacyclopentane

Thiazolidine is a heterocyclic organic compound with the formula (CH2)3(NH)S. It is a 5-membered saturated ring with a thioether group and an amine group in the 1 and 3 positions. It is a sulfur analog of oxazolidine. Thiazolidine is a colorless liquid. Although the parent thiazolidine is only of academic interest, some derivatives, i.e., the thiazolidines, are important, such as the antibiotic penicillin.

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Encyclopedic overview

5 sections
Contents
  • Preparation
  • Derivatives
  • Ring-chain equilibria
  • See also
  • References

Thiazolidine is a heterocyclic organic compound with the formula (CH2)3(NH)S. It is a 5-membered saturated ring with a thioether group and an amine group in the 1 and 3 positions. It is a sulfur analog of oxazolidine. Thiazolidine is a colorless liquid. Although the parent thiazolidine is only of academic interest, some derivatives, i.e., the thiazolidines, are important, such as the antibiotic penicillin.

==Preparation== Thiazolidine is prepared by the condensation of cysteamine and formaldehyde. Other thiazolidines may be synthesized by similar condensations. A notable derivative is 4-carboxythiazolidine (thioproline), derived from formaldehyde and cysteine. The 2-oxo-thiazolidine procysteine is produced from phosgenation of cysteine.

Excerpted from Wikipedia’s “thiazolidine” article, available under the CC BY-SA 4.0 licence.

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