79402-44-1Relevant academic research and scientific papers
Heteroatom Rearrangements. Extension to Aliphatic Carboxylic Acids
Yokoyama, Masataka,Sato, Kenzi,Tateno, Hideo,Hatanaka, Hidekatsu
, p. 623 - 628 (2007/10/02)
2-Cyano-3-mercapto-3-(methylthio)acrylamide condenses with aliphatic carboxylic acids in the presence of polyphosphoric acid trimethylsilyl ester to give the corresponding 1,3-thiazin-4-ones (S,N double unrearranged products); under the same conditions, 3
Chemistry of 1,3-Oxazine-6-thiones. Ring Transformation
Yokoyama, Masataka,Inazawa, Hiroshi,Shimizu, Tomoji,Kodera, Masahito,Imamoto, Tsuneo
, p. 187 - 194 (2007/10/02)
Two 1,3-oxazine-6-thione derivatives obtained by "S,N-Double Rearrangement" reacted with several nucleophiles to produce 1,3-diazin-6-ones, 6-imino-1,3-oxazines, 1,3,4-triazoles, 1,2,4-oxadiazoles, and 1,3-thiazol-6-ones.Their ring transformations are dis
S,N Double Rearrangement. 2. X-ray Crystal Structures of Rearranged Products
Yokoyama, Masataka,Nakamura, Masaki,Ohteki, Hiroko,Imamoto, Tsuneo,Yamaguchi, Kei-ichi
, p. 1090 - 1094 (2007/10/02)
Condensation of 2-cyano-3-mercapto-3-(methylthio)acrylamide (1) with benzoic acid in the presence of polyphosphate ester gave 5-carbamoyl-4-(methylthio)-2-phenyl-1,3-oxazine-6-thione (6), which, on treatment with boiling ethanol, was easily converted into 5-carbamoyl-4-(methylthio)-2-phenyl-1,3-thiazin-6-one (9).Reduction of 9 with NaBH4 gave its 2,3-dihydro derivative 10.The strucures of 6,9, and 10 were determined by single-crystal X-ray diffraction.A reaction mechanism of this novel S,N double rearrangement is briefly discussed.
A Novel S,N-Double Rearrangement; X-Ray Crystal Structure of 5-Carbamoyl-4-methylthio-2-phenyl-1,3-thiazin-6-one and Its 2,3-Dihydro-derivative
Yokoyama, Masataka,Nakamura, Masaki,Imamoto, Tsuneo,Yamaguchi, Kei-ichi
, p. 560 - 561 (2007/10/02)
Condensation of 2-cyano-3-mercapto-3-(methylthio)acrylamide (1) with benzoic acid in the presence of polyphosphate ester gave 5-carbamoyl-4-methylthio-2-phenyl-1,3-thiazin-6-one (5); the structures of (5) and its 2,3-dihydro-derivative (6) were determined
