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

Acta crystallographica. Section E, Structure reports online (2011-11-18)
Mohamed Loughzail, José A Fernandes, Abdesselam Baouid, Mohamed Essaber, José A S Cavaleiro, Filipe A Almeida Paz
RÉSUMÉ

4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the pres-ence 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, C(18)H(14)N(2)O. In the mol-ecule, the mean plane of the propargyl substituent is almost perpendicular with that of the amide group [dihedral angle = 87.81 (8)°]. In the crystal, the molecules are linked by C-H⋯O and C-H⋯N inter-actions.

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Sigma-Aldrich
Propargyl bromide solution, purum, ~80% in toluene