140198-40-9Relevant articles and documents
Umpolung of Reactivity at the C-5 Position of Uracil: Facile Nucleophilic Reactions of Thiolate Ions at C-5 of 6-Cyano-1,3-dimethyluracil to Procure 5-Alkyl or 5-aryl-thio-1,3-dimethyluracils
Kumar, Subodh,Chimni, Swapandeep Singh
, p. 449 - 452 (2007/10/02)
1,3-Dimethyluracil-6-carbonitrile 1 with thiolate ions generated in situ from thioiminium salts or thiols under phase transfer catalytic conditions undergoes umpolung of reactivity at C-5 to give 5-alkyl- or 5-aryl-thio-1,3-dimethyluracils as the major or sole products.However, propane-1,3-dithiol causes reductive decyanation of 1 to 1,3-dimethyluracil.