Hydrazinecarboxaldehyde → Ethyl (3-formyltriazan-1-ylidene)acetate
Reaction equation
[NH:1]1C=N[C:3]([C:6]([OH:8])=[O:7])=[N:2]1.S1[CH:14]=[CH:13]C=[C-]O1.[CH:15]([NH:17]N)=[O:16]>>[CH:15]([NH:17][NH:1][N:2]=[CH:3][C:6]([O:8][CH2:13][CH3:14])=[O:7])=[O:16]Participants
Procedure
In Latvijas PSR Zinatnu Akad. Vestis, Khim. Ser., (2), 204-208(1965), there is described obtaining 1,2,4-triazole-3-carboxamide starting from acetyl chloride through the six reaction steps described below: ##STR3## In Czechoslovakia Pat. No. 175,118, there is disclosed a process for preparing ethyl ester of 1,2,4-triazole-3-carboxylic acid, in which ethyl ester of thioxamide acid and formylhydrazine are subjected to reaction with each other at 50° to 60° C. to obtain ethyl (2-formylhydrazino)iminoacetate, which is then heated at 160° C. to form a closed ring by dehydration. Since ethyl ester of thioxamide acid can be synthesized by subjecting ethyl ester of oxamide acid, which is available from a reaction between ethyl oxalate and ammonia, to reaction with phosphorus pentasulfide,1,2,4-triazole-3-carboxamide can be prepared from an oxalate through the five reaction steps described below. ##STR4## In this case, hydrogen sulfide is formed as a by-product and a complicated apparatus is required for deodorization thereof.
Workup
- customthrough the six reaction steps
Sources & evidence
- ORD record
- ord-6d955919771e42f59002ed84d766a4e7
- Source dataset
- uspto-grants-1986_03
- Patent number
- US04578479
Reaction notes
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