- 1-Chloro-1,3-bis(dimethylamino)-2-azapropenylium Salts: Intermediates for the Synthesis of 1,3,5-Triazines, Pyrimidines, Isoquinolines, Quinazolines, and a 1,3,5-Thiadiazinium Salt
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The title salts, which are formed by the action of dimethylcyanamide on the phosphorus oxychloride complexes of a variety of tertiary amides, are useful precursors of six-membered heteroaromatic compounds: they react with simple amidines to yield 1,3,5-triazines and with N,N-dimethylamidines to give pyrimidines; 3-arylmethyl-1-chloro-1,3-bis(dimethylamino)-2-azapropenylium perchlorates form isoquinolines, the related 3-arylamino-1-chloro-1-dimethylamino-2-azapropenylium salts cyclise to quinazolinium salts, and treatment of 1-chloro-1,3-bis(dimethylamino)-3-phenyl-2-azapropenylium perchlorate with potassium thiocyanate results in a rearranged 1,3,5-thiadiazinium salt.
- Boyd, Gerhard V.,Lindley, Peter F.,Nicolaou, George A.
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- Convenient dimethylamino amination in heterocycles and aromatics with dimethylformamide
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A convenient dimethylamino amination of various heterocyclic and aromatic compounds having activated chloro group has been carried out in good yields using dimethyl formamide (DMF).
- Agarwal, Anu,Chauhan, Prem M. S.
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p. 2925 - 2930
(2007/10/03)
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