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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1439175Generated: October 26, 2026

O-Phenylenediamine → O-Phenylenediamine

https://huagongshe.com/reaction/1439175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant2-Propionylbenzoic acidHCID 75384—
SolventChlorobenzeneHCID 7964—
ProductO-PhenylenediamineHCID 7243—
Product2-Acetylbenzoic acidHCID 68474—
Product4b-methyl-5H-isoindolo[2,1-a]benzimidazol-11-oneHCID 390170—

Reaction Steps

17.8 Parts of o-propionyl-benzoic acid and 11 parts of o-phenylenediamine are heated for 1 hour in 200 parts of chlorobenzene while distilling off water and chlorobenzene. The excess chlorobenzene is then removed in vacuo and the residue is distilled under high vacuum. The destillate solidifies and is recrystallised from a little ethyl acetate. The pure 4b-ethyl-4b,5-dihydro-11H-benzo[4,5]imidazo[2,1-a]isoindol-11-one of the formula ##STR30## melts at 134°. 4b-methyl-4b,5-dihydro-11H-benzo[4,5]imidazo[2,1-a]isoindol-11-one (M.P. 182.5°) is produced in an analogous manner from o-acetylbenzoic acid and o-phenylenediamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04058529
Source datasetuspto-grants-1977_11
ORD IDord-51fd7737e6834316872403ce7d7aa0d4
Source noteuspto-grants-1977_11