4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one

abstract

4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the presence of a concentrated aqueous solution of sodium hydroxide and a quaternary ammonium salt (as catalyst) in benzene (phase transfer catalysis) with propargyl bromide, affording the title benzodiazepine derivative, C18H14N2O. In the molecule, the mean plane of the propargyl substituent is almost perpendicular with that of the amide group [dihedral angle = 87.81 (8)degrees]. In the crystal, the molecules are linked by C-H center dot center dot center dot O and C-H center dot center dot center dot N interactions.

keywords

BENZODIAZEPINE RECEPTORS; TRIMESIC ACID; 1,5-BENZODIAZEPINES; MONOHYDRATE; DERIVATIVES

subject category

Crystallography

authors

Loughzail, M; Fernandes, JA; Baouid, A; Essaber, M; Cavaleiro, JAS; Paz, FAA

our authors

acknowledgements

We are grateful to the Fundacao para a Ciencia e a Tecnologia (FCT, Portugal) for their general financial support, for the post-doctoral research grant No. SFRH/BPD/63736/2009 (to JAF) and for specific funding toward the purchase of the single-crystal diffractometer.

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