Ammonium nitrate: A biodegradable and efficient catalyst for the direct amidation of esters under solvent-free conditions
A simple, metal-free, and environment-friendly procedure is developed for the direct conversion of esters to amides using ammonium nitrate as a catalyst under solvent-free conditions. Aryls, heteroaryls, and aliphatic esters are easily converted to the corresponding amides in excellent isolated yields (85-99%). An enantiopure ester and amine were both shown to react without racemization. The methodology has been successfully applied to preparation of procainamide.
Ramesh, Perla,Fadnavis, Nitin W.
supporting information
p. 138 - 140
(2015/02/19)
Study of synthesis and cardiovascular activity of some furoxan derivatives as potential NO-donors
A series of hybrid molecules incorporating the furoxan and nicorandil moieties were designed as potential NO donors with cardiovascular and cerebrovascular activities. Thirty-six target molecules were successfully synthesized by conventional methods and characterized by infrared spectroscopy, 1H-NMR spectroscopy and high resolution mass spectra. The compounds were tested for their effects on KCl-induced contraction of rabbit thoracic aorta whose endothelium was denuded. Eight compounds were found to reduce KCl-induced contraction by more than 30% at 10 μM. All except one of these compounds are characterized by the presence of electron withdrawing groups in the phenyl ring attached via an amide or ester linkage to the furoxan moiety. The nature of the terminal carbonyl linkage (ester or amide) and the length or type of the alkyl chain bridging the two carbonyl functions have little effect on the activity. One of the active compounds, N-(4- methoxy-benzoyl)-N'-[3-methylfuroxanyl-4-carbonyl)piperazine (17i) was tested for hypotensive effects on anaesthetized rats at 1.5 mg/kg, and found to demonstrate a gradual and sustained hypotensive effect. The results suggest that the furoxannicorandil derivatives are a useful lead in the design of NO- donor compounds for hypertension.
Mu, Li,Feng, Si-Shen,Go, Mei Lin
p. 808 - 816
(2007/10/03)
N-[hydroxy(amino)alkyl]amides of amino(nitro)benzoic acids
2-Aminoethanol and 3-amino-1-propanol react with methyl 3-nitro-and 4-nitrobenzoates in boiling toluene to afford the corresponding ethyl N-(hydroxyalkyl)nitrobenzoates. The reaction of methyl 3-nitro-and 4-nitrobenzoates with bis(2-hydroxyethyl)amine yie
Bagrov,Vasil'ev,Efimov,Kol'tsov
p. 674 - 678
(2007/10/03)
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