Cyanoethylhydrazide in the preparation of nitrogen heterocycles. II. 1-Acyl-3,5-dimethylpyrazole as an acylation agent was written by Ried, W.;Schleimer, B.. And the article was included in Angewandte Chemie in 1958.Application of 934-48-5 This article mentions the following:
In acid medium cyanoacetylhydrazide, NCCH2CONHNH2, acetylacetone yields 1-cyanoacetyl-3,5-dimethylpyrazole (I), m. 118-21鎺? I in boiling Et2O or C6H6 reacts with amines and hydrazides to give 3,5-dimethylpyrazole and the corresponding cyanoacetyl derivatives: N,N’-bis(cyanoacetyl)-鎱?phenylenediamine, 45%, m. 229.5-30.0鎺? 2-(cyanoacetamido)pyridine, 65%, m. 160-1鎺? 4-(cyanoacetamido)antipyridine, 85%, m. 225-6鎺? N,N-bis(cyanoethyl)cyanoacetamide, 70%, m. 122.5-3.0鎺? 灏?(cyanoacetyl)phenylhydrazine, 60%, m. 105-6鎺? 浼? 灏?bis(cyanoacetyl)hydrazide, 78%, m. 195-6鎺? 灏?(thioglycylcyanoacetyl)hydrazide, 80%, m. 196.0-7.5鎺? 浼?(cyanoacetyl)phenylhydrazone of BzH, 40%, m. 201.5-3.0鎺? Condensation of acid hydrazides with acetylacetone in aqueous alc. in the presence of HCl gives 1-acyl-3,5-dimethylpyrazoles (acyl group given): Ac, b1270鎺? Bz, b12 158鎺? COCH2Ph, m. 56.5-8.0鎺? p-COC6H4NO2, m. 121.5-2.5鎺? COCH2SH, m. 118.0-19.5鎺? CONH2, m. 112-13鎺? CSNH2 m. 97-8鎺? In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Application of 934-48-5).
3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor閳ユ徆onor motifs, whether as a monocyclic ring or as a fused indazole ring. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Application of 934-48-5
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics