A Synthetic Application of β-Aminoalanines to Some New 5-Dialkylaminomethyl-3-phenylhydantoin Derivatives

Fujisaki, Fumiko; Shoji, Kaori; Sumoto, Kunihiro

doi:10.3987/com-08-11519

Cited by 13 publications

(1 citation statement)

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“…Norbornene derivative 4 and Nmethylidenehidantoin 5 were obtained using the procedures described in the literature. 42,44 Experimental details for the preparation of hydroximoyl halides 6a-c and imidoyl chlorides 6d and e have been previously described. [45][46][47][48][49] Reactions were checked by TLC analysis using silica plates with a fluorescent indicator (254 nm) and visualized with a UV lamp.…”

Section: General Techniquesmentioning

confidence: 99%

Diffusion mixing with a volatile tertiary amine as a very efficient technique for 1,3-dipolar cycloaddition reactions proceeding via dehydrohalogenation of stable precursors of reactive dipoles

et al. 2022

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Section: General Techniquesmentioning

confidence: 99%

Diffusion mixing with a volatile tertiary amine as a very efficient technique for 1,3-dipolar cycloaddition reactions proceeding via dehydrohalogenation of stable precursors of reactive dipoles

et al. 2022

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ChemInform Abstract: A Synthetic Application of β‐Aminoalanines to Some New 5‐Dialkylaminomethyl‐3‐phenylhydantoin Derivatives.

2009

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Hydantoin derivatives R 0210A Synthetic Application of β-Aminoalanines to Some New 5-Dialkylaminomethyl-3-phenylhydantoin Derivatives. -Nucleophilic addition of β-aminoalanines to phenyl isocyanate (II) yield the carbamoylaminoalanines (III) which upon treatment with concentrated HCl easily cyclize into hydantoins (IV). Treatment of hydantoin derivative (IVd) with a large excess of water leads to deamination product (V). Furthermore, the exchange reaction of the amine moiety can also be applied to prepare urea derivatives, cf. (IVe) → (IIIb), (IIIc). -(FUJISAKI, F.; SHOJI, K.; SUMOTO*, K.; Heterocycles 78 (2009) 1, 213-220; Fac. Pharm. Sci., Fukuoka Univ.,

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Synthesis and Antibacterial Activity of 3‐(Substituted arylmethyl)‐4‐acylaminomethyloxazolidin‐2‐ones and Derivatization to Symmetrical Twin‐Drug Type Molecules

Fujisaki

Hiromatsu

Matsumura

et al. 2013

Journal of Heterocyclic Chem

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In connection with our studies on antibacterial active compounds in the class of new oxazolidinones against Gram‐positive (Staphylococcus aureus) and Gram‐negative (Escherichia coli) strains, some molecular modifications were attempted. In this study, molecular modifications of 4‐aminomethyloxazolidin‐2‐ones (3a) to the corresponding 4‐acylaminomethyloxazolidin‐2‐one derivatives (3c–d) and preparations of the represented twin‐drug type molecules (10–14) were investigated. Some additional 4‐dialkylaminomethyloxazolidin‐2‐ones (2) were also synthesized. The synthesized compounds were evaluated for antibacterial activity with Gram‐positive (S. aureus) and Gram‐negative (E. coli) strains.

show abstract

A Synthetic Application of β-Aminoalanines to Some New 5-Dialkylaminomethyl-3-phenylhydantoin Derivatives

Cited by 13 publications

References 10 publications

Diffusion mixing with a volatile tertiary amine as a very efficient technique for 1,3-dipolar cycloaddition reactions proceeding via dehydrohalogenation of stable precursors of reactive dipoles

Diffusion mixing with a volatile tertiary amine as a very efficient technique for 1,3-dipolar cycloaddition reactions proceeding via dehydrohalogenation of stable precursors of reactive dipoles

ChemInform Abstract: A Synthetic Application of β‐Aminoalanines to Some New 5‐Dialkylaminomethyl‐3‐phenylhydantoin Derivatives.

Synthesis and Antibacterial Activity of 3‐(Substituted arylmethyl)‐4‐acylaminomethyloxazolidin‐2‐ones and Derivatization to Symmetrical Twin‐Drug Type Molecules

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