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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220607Generated: October 24, 2026

O-Phenylenediamine → Benzo[b][1,4]benzodiazepin-6-one

https://huagongshe.com/en/reaction/220607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantIsatoic AnhydrideHCID 8359—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductBenzo[b][1,4]benzodiazepin-6-oneHCID 1978152996%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of isatoic anhydride (1 mol) and 1,2 phenylenediamine (1.1 mol) in aglacial acetic acid (60%) was heated at 75° C. for 3 hrs. The resulting mixture was diluted with water and solid filtered to obtained dibenzo[b,e][1,4]-diazepine-11-one in 96% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202989B2
Source datasetuspto-grants-2012_06
ORD IDord-2936c68d6a464830925ee60bd4de99dd
Source noteuspto-grants-2012_06