Home Chemistry Heterocyclic Building Blocks Thiadiazoles 1,2,4-Thiadiazole
Halogenation: 1,2,4-thiadiazole can undergo halogenation reactions where halogens (such as chlorine or bromine) can be added to the ring. For example, you can chlorinate or brominate 1,2,4-thiadiazole to introduce halogen atoms at various positions on the ring.
Sulfonation: Sulfonation reactions involve the addition of a sulfonic acid group (-SO3H) to the 1,2,4-thiadiazole ring. This can be accomplished by treating the compound with fuming sulfuric acid (oleum) or chlorosulfonic acid.
Alkylation and Acylation: 1,2,4-thiadiazole can undergo alkylation and acylation reactions, where alkyl or acyl groups are introduced onto the ring. These reactions typically involve the use of alkyl halides or acyl halides in the presence of appropriate bases.
Reduction: The reduction of 1,2,4-thiadiazole can be carried out to reduce the sulfur atom to its corresponding saturated derivative, known as a thiazolidine. This can be achieved using reducing agents like hydrogen gas or hydrazine.
Ring-closure reactions: 1,2,4-thiadiazole can participate in ring-closure reactions to form fused heterocyclic compounds. For example, it can react with compounds containing suitable functional groups to form larger fused ring systems.
Substitution reactions: 1,2,4-thiadiazole can undergo various substitution reactions where different functional groups can replace hydrogen atoms on the ring. These reactions depend on the reagents and conditions used.
Cross-coupling reactions: 1,2,4-thiadiazole can be involved in cross-coupling reactions, such as Suzuki coupling or Stille coupling, to form biaryl or heteroaryl compounds when reacted with appropriate coupling partners.
Oxidation: 1,2,4-thiadiazole can be oxidized to form corresponding sulfoxide or sulfone derivatives using oxidizing agents like hydrogen peroxide or peroxyacids.
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2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetic acid
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tert-Butyl (3-bromo-1,2,4-thiadiazol-5-yl)carbamate
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(Z)-2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(ethoxyimino)acetic acid
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3-Methyl-1,2,4-thiadiazole-5-carbohydrazide
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