289-16-7Relevant articles and documents
Reactions of aminophenols with formaldehyde and hydrogen sulfide
Akhmetova,Nadyrgulova,Khafizova,Tyumkina,Yakovenko,Antipin,Khalilov,Kunakova,Dzhemileva
, p. 312 - 316 (2006)
The reaction of m-aminophenol with CH2O and H2S (1: 2: 1 ratio) afforded 2, 12-dioxa-4, 14-dithia-6, 16-diazatricyclo[15.3.1.1 7,11]docosa-1(20), 7(22), 8, 10, 17(21), 18-hexaene in ～9% yield. Aminophenol o-and p-isomers r
Multicomponent heterocyclization of carboxamides with H2S and CH2O
Akhmetova,Khairullina,Nadyrgulova,Kunakova,Dzhemilev
, p. 190 - 196 (2008/12/20)
Multicomponent heterocyclization of aliphatic amides with H2S and CH2O (1:3:2) in water-organic solvent mixture in the presence of BuONa led to the formation of 1,3,5-dithiazinane in high yield (30-95%) and with high selectivity (100%). Under these conditions benzamide gave 3,5-dibenzoyl-1,3,5-thiadiazinane in 74% yield, whereas due to ortho-effect the acetylsalicylamide with H2S and CH2O in a system BuOH-H2O without BuONa formed N-acetylsalicyloyl-1,3,5-dithiazinane (80%). Heterocyclization of α-aminosuccinic acid monoamide depending on the H2S and CH2O concentration occurred either at one or both NH2 yielding respectively mono-or bisdithiazinanes.
Cyclothiomethylation of amino acids and their derivatives using formaldehyde and hydrogen sulfide
Khafizova,Akhmetova,Nadyrgulova,Rusakov,Kunakova,Dzhemilev
, p. 345 - 349 (2007/10/03)
A preparative method was developed for the synthesis of dithiazinyl-substituted carboxylic acids by the cyclothiomethylation of amino acids and their derivatives with formaldehyde and hydrogen sulfide. The resulting substituted dithiazines are promising as biocides and selective complexing agents. The effect of the structure of the starting amino acids, reaction conditions, and reactant ratio on the yield and composition of cyclothiomethylation products was studied. Copyright
