Nitrogen → HCID 13914873, compound

Participants

Reaction Steps

A stirred mixture of 7-iodo-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepine-2-thione (3.78 g, 0.01 mol), phenylacetic acid hydrazide (4.5 g, 0.03 mol) and butanol (150 ml) was heated to reflux while N2 was bubbled through the mixture. After refluxing 17 hours the reaction mixture was concentrated under vacuum. The residue was combined with ice water and allowed to stir for a few minutes. The resulting suspension was filtered and the filtered material washed with CH2Cl2. The filtrate was separated into its respective layers and the aqueous layer washed with CH2Cl2. The combined organic fractions were washed with brine, dried (Na2SO4) and concentrated in vacuo. The residue was triturated with EtOAc to yield 1.43 g (30.04%), mp 200°-201° of the subtitled intermediate. The analytical sample was recrystallized from EtOAc and had mp 201°-202°. The IR, NMR and mass spectra supported the proposed structure.

Provenance & Evidence