72037-57-1Relevant academic research and scientific papers
Improved efficient conversion of aldehydes to nitriles via their N,N- dimethyl hydrazones
Kamal, Ahmed,Arifuddin,Venugopal Rao
, p. 4507 - 4512 (1998)
Aldehyde N,N-dimethylhydrazones undergoes facile oxidative cleavage to nitriles on reaction with DMS and K2CO3 in quantitative yields. Nitriles can also be easily obtained in high yields in a 'one-pot' process starting from the corresponding aldehydes.
Gold-Catalyzed Highly Selective Photoredox C(sp2)-H Difluoroalkylation and Perfluoroalkylation of Hydrazones
Xie, Jin,Zhang, Tuo,Chen, Fei,Mehrkens, Nina,Rominger, Frank,Rudolph, Matthias,Hashmi, A. Stephen K.
supporting information, p. 2934 - 2938 (2016/02/27)
The first gold-catalyzed photoredox C(sp2)-H difluoroalkylation and perfluoroalkylation of hydrazones with readily available RF-Br reagents is reported. The resulting gem-difluoromethylated and perfluoroalkylated hydrazones are highl
Design, synthesis and evaluation of novel hydroxyamides as orally available anticonvulsants
Schenck, Hilary A.,Lenkowski, Paul W.,Choudhury-Mukherjee, Indrani,Ko, Seong-Hoon,Stables, James P.,Patel, Manoj K.,Brown, Milton L.
, p. 979 - 993 (2007/10/03)
Themisone, also known as Atrolactamide, was found, in the 1950s, to be a very potent anticonvulsant. It was hypothesized that the -CF3 substitution would maintain the anticonvulsant activity. Anticonvulsant testing of our novel compounds by the
Synthesis and reactions of (1E, 2Z)-2-N,N-dialkylhydrazono-2-phenylethanal N,N-dimethylhydrazones
Brehme, Rainer,Reck, Guenter,Schulz, Burkhard,Radeglia, Reiner
, p. 1620 - 1625 (2007/10/03)
(1E,2Z)-2-N,N-Dialkylhydrazono-2-phenylethanal N,N-dimethylhydrazones 3a-e were synthesised by the reaction of 1,4,5-triazapentadienium salts 2 with N,N-dimethylhydrazine. The compounds 3a and 3d did not react with tosyl isocyanate in an electrophilic substitution reaction at the azomethine C-1 as aza-enamines, but they reacted at room temperature in benzene in a 1,4-dipolar cycloaddition to yield 1,3,5-triazinan-2,4-diones 5a and 5d, whereas at 70°C octahydroimidazoimidazol-2,5-dione 6a was formed via criss-cross addition reaction. With dimethyl sulfate in DMF, 3a was transformed into the trimethylhydrazonium salts 7a and 8a, isolated as co-crystallised perchlorates (molar ratio 1:1).
Reaction of the lithio-derivative of methoxyallene with hydrazones. Part 1: Synthesis and transformation of α-allenyl hydrazines
Breuil-Desvergnes, Valérie,Goré, Jacques
, p. 1939 - 1950 (2007/10/03)
The lithio-derivative of methoxyallene reacts with aldehyde hydrazones leading to expected α-allenyl hydrazines when ether is the solvent of the reaction. The yields are good as well as the diastereoselectivity observed in the case of SAMP-hydrazones. These hydrazines are cleanly transformed to N-dialkylamino-3-methoxy-3-pyrrolines when they are reacted with n-BuLi in THF. These compounds are sometimes accompanied by the isomeric 4-methyl azetidines. The N-dialkylamino-3-methoxy-3-pyrrolines are transformed to 3-methoxy-3-pyrrolines by hydrogenolysis of the nitrogen-nitrogen bond, to 3-alkoxy-pyrroles by treatment with a peracid and to 3-amino-pyrroles by acidic migration of the dialkylamino group. In the case of SAMP-hydrazines, the obtained 3-methoxy-3-pyrrolines have a high enantiomeric purity. Lastly, attempts to prepare α-hydrazino-esters (and subsequently α-amino-esters) by ozonolysis of the allenyl moiety failed due to the formation of a methyl glyoxylate.
