- Microwave-assisted synthesis of N,N′-disubstituted acetamidine ligands
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Under microwave activation, triethylorthoacetate reacts with the substituted anilines in the presence of acetic acid as a catalyst, producing acetamidine in moderate to high yields. The X-ray structures of the new amidines, N,N′-bis(3,5-dimethylphenyl)-ac
- Harding, Phimphaka,Harding, David J.,Adams, Harry,Youngme, Sujittra
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p. 2655 - 2661
(2008/02/12)
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- Efficient microwave access to polysubstituted amidines from imidoylbenzotriazoles
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Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6a-w gave diversely substituted amidines 7a-Aa in 76-94% yields. Convenient preparations of a variety of amides 5a-Ab (87-96%) and imidoylbenzotriazoles 6a-w (56-95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a new application of imidoylbenzotriazoles in the preparation of polysubstituted amidines.
- Katritzky, Alan R.,Cai, Chunming,Singh, Sandeep K.
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p. 3375 - 3380
(2007/10/03)
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- Hydrolysis of Acyl Derivatives of N1,N2-Diarylamidine. I
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The alkaline hydrolyses of N1-benzoyl-N1,N2-diarylacetamidine (V) and N1-tosyl-N1,N2-diarylacetamidine (IX) were examined.In the hydrolysis of V, hydroxide ion attacked the amide carbonyl carbon to form N1,N2-diarylacetamidine and benzoic acid.In the hydrolysis of IX, hydroxide ion attacked the amidine carbon, and elimination of the N-tosylarylamino group and arylimino group proceeded in parallel, with that of the latter predominating.The alcoholysis reaction of V proceeded without any added catalyst, in contrast to the case of 1-(N-benzoylarylamino)-3-arylimino-1-propene.A unique peak corresponding to the loss of 64 mass units (sulfur dioxide) was observed in the mass spectrum of IX.Keywords - alkaline hydrolysis; alcoholysis; N1-benzoyl-N1,N2-diarylacetamidine; N1-tosyl-N1,N2-diarylacetamidine; 1,1-bis(N-benzoylarylamino)ethene; MS
- Ono, Machiko,Tanaka, Hinako,Hayakawa, Kazuhide,Tamura, Shinzo
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p. 3534 - 3543
(2007/10/02)
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- Catalytic and Non-catalytic Addition of Aromatic Amines to Terminal Acetylenes in the Presence of Mercury(II) Chloride and Acetate
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The addition of aromatic amines to terminal acetylenes in the presence of catalytic amounts of mercury(II) chloride gives imines, enamines, and 1,2,3,4-tetrahydroquinoline derivatives; mercury(II) acetate shows considerably less catalytic activity and may be used for the non-catalytic preparation of imines, enamines, N,N'-disubstituted acetamidines, and N,N-disubstituted acetamides.
- Barluenga, Jose,Aznar, Fernando,Liz, Ramon,Rodes, Rosa
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p. 2732 - 2737
(2007/10/02)
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