73616-27-0Relevant articles and documents
Synthesis method of N-hydroxyethyl-5-amino-1H pyrazole
-
Paragraph 0023; 0028-0030; 0035-0037; 0042-0044; 0049; ..., (2021/07/21)
The invention discloses a synthesis method of N-hydroxyethyl-5-amino-1H pyrazole. The synthesis method comprises the following steps: by taking N, N-dimethylformamide as a raw material, carrying out one-pot reaction on the N, N-dimethylformamide, dimethyl sulfate and cyanoacetic acid R ester to prepare 2-cyano-3-(dimethylamino) acrylic acid R ester; carrying out cyclization and hydrolysis on the 2-cyano-3-(dimethylamino) acrylic acid R ester and beta-hydroxyethylhydrazine to prepare N-hydroxyethyl-5-amino-1H pyrazole-4-formic acid; and carrying out decarboxylation on N-hydroxyethyl-5-amino-1H pyrazole-4-formic acid, so as to prepare N-hydroxyethyl-5-amino-1H pyrazole, wherein R is an alkane group below C4. The synthesis method provided by the invention has the advantages of strong operability, high economic benefit and high yield.
Cyanoacetaldehyde - New Synthetic Applications of an Old Compound Syntheses with Nitriles, XCI
Jachak, Madhukar,Kriessmann, Ulrike,Mittelbach, Martin,Junek, Hans
, p. 199 - 208 (2007/10/02)
Various reactions of cyanoacetaldehyde (1), freshly prepared by ozonization of (E)-1,4-dicyano-2-butene or allylcyanide, are described.Thus, conversion of 1 with anilines gave β-phenylaminoacrylonitriles 2a-e.Reaction of 1 with hydrazines led to the corresponding hydrazones 3a-e, which could be cyclized under alkaline conditions to 5-aminopyrazoles 4a-d.An aldol-type condensation product 5a could be obtained by reaction of 1 with sodiumphenoxide.Treatment of 1 with dimethylformamide-dimethylacetal led to the formation of (E)-3-dimethylamino-2-formylpropenenitrile (6), a very useful synthon in synthetic chemistry.For the determination of the structure of 6 the method of steady state diffferential NOEs was used.Reaction of 6 with hydrazines gave 1-substituted-4-cyanopyrazoles 7a-k. Keywords.Cyanoacetaldehyde; Hydrazones; Cyanopyrazoles; Aminopyrazoles.