Synthetic and spectroscopic study of 5-amino-2-acyl-1,2,4-thiadiazolin-3-ones

Autor: Nam Sook Cho, Do Young Ra, Jung Hyun Moon, Sung Kwon Kang
Rok vydání: 1998
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 35:1435-1439
ISSN: 1943-5193
0022-152X
Popis: 5-Amino-2-acyl-1,2,4-thiadiazolin-3-ones 2–1 can be synthesized from 5-amino-2H-1,2,4-thiadiazolin-3-one (1–1) via a selective acylation with an acid anhydride in pyridine. The 1H nmr spectral characteristics of 5-amino-2-acyl-1,2,4-thiadiazolin-3-ones 2–1 is in particular, compared with 5-amino-2H-1,2,4-thiadiazolin-3-one (1–1) and 5-amino-2-alkyl-1,2,4-thiadiazolin-3-ones 1–2, 1–3. The 5-amino group of 2–1 appeared as two peaks in its 1H nmr spectrum, which merged to a single peak at a higher temperature, while those of compound 1–1, 1–2 and 1–3 appear only as a single peak. The restricted rotation of the C(5)-N(5) (at amino) bond of 5-amino-2-acetyl-1,2,4-thiadiazolin-3-one (2a-1) is about 14.5 Kcal/mol.
Databáze: OpenAIRE
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