79-07-2Relevant articles and documents
Vibrational spectra of chloroacetamide and three deuterated analogues in the crystalline state
Mido, Yoshiyuki,Yanagida, Akiyo,Garcia, M. Victoria
, p. 1751 - 1758 (1993)
The IR and Raman Spectra of α-chloroacetamide CH2ClCONH2 and three deuterated analogues CH2ClCOND2, CD2ClCONH2 and CD2ClCOND2, in the crystalline state have been studied.A complete interpretation of the spectra has been worked out on the basis of spectral comparison and of the normal coordinate analysis of the four analogues.
Amide bond formation in aqueous solution: Direct coupling of metal carboxylate salts with ammonium salts at room temperature
Nielsen, John,Tung, Truong Thanh
supporting information, p. 10073 - 10080 (2021/12/10)
Herein, we report a green, expeditious, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary amine bases. The water-soluble coupling reagent EDC·HCl is a key component in the reaction. The reaction runs smoothly with unsubstituted/substituted ammonium salts and provides a clean product without column chromatography. Our reaction tolerates both carboxylate (which are unstable in other forms) and amine salts (which are unstable/volatile when present in free form). We believe that the reported method could be used as an alternative and suitable method at the laboratory and industrial scales. This journal is
Effective Synthesis of 3,4-Diaryl-isoxazole-5-carboxamides and their Antiproliferative Properties
Maksimenko, Anna S.,Kislyi, Victor P.,Chernysheva, Natalia B.,Strelenko, Yuri A.,Zubavichus, Yan V.,Khrustalev, Victor N.,Semenova, Marina N.,Semenov, Victor V.
, p. 4260 - 4270 (2019/07/12)
A simple scalable procedure for the synthesis of 3,4-diaryl-isoxazole-5-carboxamides 6 under mild conditions from readily available material was developed. The targeted compounds 6, structural analogues of heat shock protein inhibitors, were obtained by the rearrangement of intermediate 3,4-diaryl-5-carboxamido-isoxazoline N-oxides 5. In contrast to carboxamido-isoxazoline oxides 5, base-catalyzed recyclization of 3,4-diaryl-5-(ethoxycarbonyl)isoxazoline N-oxides 9c unexpectedly yielded 5-hydroxy-1,2-oxazin-6-ones 17c instead of ethyl 3,4-diaryl-isoxazole-5-carboxylates 10. Crystal and molecular structure of 4-(2,5-dimethoxy-3,4-methylenedioxyphenyl)-5-hydroxy-3-phenyl-6H-1,2-oxazin-6-one 17c was established by single-crystal X-ray diffraction study. In a phenotypic sea urchin embryo assay, carboxamide 6f showed moderate antimitotic antitubulin activity compared to 5-unsubstituted 3,4-diarylisoxazoles 15, which featured strong microtubule destabilizing effect.