50685-96-6Relevant academic research and scientific papers
Isopropyl N-arylmalonamates. Synthesis, structure, conformation and reactions with carbon disulfide
Rudorf, Wolf-Dieter,Loos, Dusan,Wybraniec, Joanna,Pronayova, Nad'a,Gawinecki, Ryszard,Sustekova, Zora
, p. 59 - 76 (2007/10/03)
Acylation of aromatic amines 1 with diisopropyl malonate (2) leads to a mixture of isopropyl N-arylmalonamates 3 and malonanilides 4. The reaction of 3 with carbon disulfide in the presence of sodium hydride gives disodium salts 5. Treatment of 5 with an alkylating agent yields the open-chain or cyclic ketene dithioacetals 6, 7 or 8. The molecular structure, hydrogen bonding and preferential conformation of the isopropyl N-arylmalonamates 3, 6 and 7 were investigated using correlation analyses of IR, 13C NMR and AMI semiempirical data.
