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)°]. In the crystal, the molecules are linked by C—H⋯O and C—H⋯N interactions.
Condensation of N‐p‐nitrophenyl‐C‐ethoxycarbonylnitrilimine with 2‐methylthio‐4‐phenyl‐3H‐1,5‐benzodiazepine leads to the title compound, C26H23N5O4S. It has been established that 1,3‐dipolar cycloaddition occurs on the C4 =N5 double bond of the 1,5‐benzodiazepine.
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