Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Pivot Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Target Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Query: EC:6.2.1.1 (
ACS
)
78,556
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
Zinc(II)-catalyzed (10 mol % ZnCl
2
) coupling of acyl hydrazides and dialkylcyanamides in ethanol leads to 3-dialkylamino-1,2,4-triazoles (76-99%; 17 examples). This reaction represents a novel, straightforward, and high-yielding approach to practically important 3-NR
2
-1,2,4-triazoles, which utilizes commercially available and/or easily generated substrates. Seventeen new 3-NR
2
-1,2,4-triazoles were characterized by HRESI
+
-MS and IR,
1
H, and
13
C{
1
H} NMR spectroscopies and five species additionally by single-crystal X-ray diffraction (XRD). The Zn
II
-catalyzed reaction proceeds via initial generation of the [Zn{RC(=O)NHNH
2
}
3
](ZnCl
4
) complexes (exemplified by isolation of the complex with R = Ph, 76%; characterized by HRESI
+
-MS, IR, CP-MAS
TOSS
13
C{
1
H} NMR, and XRD). Electronic effects of substituents at the acyl hydrazide moiety do not significantly affect the reaction rate and the yield of the target triazoles, whereas the steric hindrances reduce the reaction rate without affecting the yield of the heterocycles.
ACS
Omega 2018 Jul 31
PMID:3-Dialkylamino-1,2,4-triazoles via Zn
II
-Catalyzed Acyl Hydrazide-Dialkylcyanamide Coupling. 3145 84
