- Acid-aided reactions of 3-acylamino-β-lactams: Some observations
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3-Benzoylamino-1,4-diphenylazetidin-2-one (1a) gives 2-benzoylaminocinnamanilide (3a) and 4-benzylidene-1,2-diphenylimidazolin-5-one (4a) when heated in gl. acetic acid containing conc.H2SO4. 3-Acetylaminoazetidin-2-one (1b) forms tar under similar conditions, but in the presence of benzaldehyde it affords 2-cinnamoylaminocinnamanilide (3c) and 4-benzylidene-2-styryl-2-imidazolin-5-one (4c). 3-(2-Benzoylaminocinnamoylamino)-1,4-diphenylazetidin-2-one (1c), on the other hand furnishes 4-benzylidene-2-phenyl-2-oxazolin-5-one (2a) and 3-amino-1,4-diphenylazetidin-2-one (14).Mechanisms are given.
- Sanjayan, Gangadhar J.,Mukerjee, Arya K.
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- Isothiocyanate-Mediated Condensation of N-Acyl-α-amino Acids with Aromatic Aldehydes: One-Pot Synthesis of 1,2-Disubstituted 4-Arylmethylene-2-imidazolin-5-ones
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N-Acetyl/benzoyl-amino acids (1c/1b, d) when heated with isothiocyanates (2) in the presence of suitable aromatic aldehydes (3) with pyridine as a catalyst, afford 1, 2-disubstituted 4-arylmethylene-2-imidazolin-5-ones (6).However, N-benzyloxycarbonylaminoacetic acid (1a) gives the corresponding anilide (11a).Mechanisms of these reactions are discussed.
- Ashare, Ram,Mukerjee, Arya K.
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p. 762 - 764
(2007/10/02)
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- Condensation of Schiff bases with 2-oxazolin-5-ones: simultaneous introduction of arylidene and amino moieties
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Schiff bases condense with 2-oxazolin-5-ones having a C-4 methylene and/or C-2 methyl group, and the reaction in glacial acetic acid, containing freshly fused sodium acetate, produces 4-arylidene- and/or 2-styryl-2-imidazoline-5-ones as a result of simult
- Mukerjee, Arya K.,Kumar, Pradeep
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p. 317 - 322
(2007/10/02)
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