TY - JOUR
T1 - Acid-promoted reaction of N-(cyanomethyl) amide with nitrosation reagent
T2 - Facile synthesis of 1,2,4-oxadiazole-3-carboxamide
AU - Du, Shaoqing
AU - Li, Jin
AU - Fu, Wen
AU - Xu, Xiaoyong
AU - Shao, Xusheng
AU - Qian, Xuhong
N1 - Publisher Copyright:
© 2021 Elsevier Ltd
PY - 2021/7/20
Y1 - 2021/7/20
N2 - 1,2,4-Oxadiazole-3-carboxamide has been extensively used in the pharmaceutical chemistry. In this study, 1,2,4-oxadiazole-3-carboxamide is accomplished through an acid-promoted reaction of N-(cyanomethyl)amide with nitrosation reagent. This novel preparation of 1,2,4-oxadiazole-3-carboxamide was carried out at 25 °C, and the yield of target compounds was as high as 92%. At the same time, the amount of acid used is reduced. A mechanism speculation for the formation of 1,2,4-oxadiazole-3-carboxamide has been provided. The new synthetic method provides great convenience for the synthesis of compounds containing 1,2,4-oxadiazole-3-carboxamide.
AB - 1,2,4-Oxadiazole-3-carboxamide has been extensively used in the pharmaceutical chemistry. In this study, 1,2,4-oxadiazole-3-carboxamide is accomplished through an acid-promoted reaction of N-(cyanomethyl)amide with nitrosation reagent. This novel preparation of 1,2,4-oxadiazole-3-carboxamide was carried out at 25 °C, and the yield of target compounds was as high as 92%. At the same time, the amount of acid used is reduced. A mechanism speculation for the formation of 1,2,4-oxadiazole-3-carboxamide has been provided. The new synthetic method provides great convenience for the synthesis of compounds containing 1,2,4-oxadiazole-3-carboxamide.
KW - 1,2,4-Oxadiazole-3-carboxamide
KW - Methyl 1,2,4-oxadiazole-3-carboxylate
KW - N-(Cyanomethyl)amide
KW - N′-Hydroxycarbamimidoyl cyanide
UR - https://www.scopus.com/pages/publications/85107681676
U2 - 10.1016/j.tetlet.2021.153209
DO - 10.1016/j.tetlet.2021.153209
M3 - 文章
AN - SCOPUS:85107681676
SN - 0040-4039
VL - 76
JO - Tetrahedron Letters
JF - Tetrahedron Letters
M1 - 153209
ER -