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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220610Generated: October 27, 2026

Isatoic Anhydride → 8,9-dimethyl-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-one

https://huagongshe.com/reaction/220610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatoic AnhydrideHCID 8359—
Reactant3,4-Dimethylbenzene-1,2-diamineHCID 521077—
SolventAcetic AcidHCID 176—
Product8,9-dimethyl-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-oneHCID 50992452—

Reaction Conditions

Temperature85 °C

Reaction Steps

3,4-Dimethyl-1,2-phenylenediamine (0.1 mol) was dissolved in acetic acid (70%) and then isatoic anhydride (0.1 mol) was added to the solution. The resulting mixture was heated at 85° C. for 3 hrs. The mixture was poured into ice-cold water and 8,9-dimethyl-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-one was isolated (97%) by neutralization and filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202989B2
Source datasetuspto-grants-2012_06
ORD IDord-ea109a5a82ea48d4ad4beb72793f8010
Source noteuspto-grants-2012_06