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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887968Generated: October 30, 2026

O-Phenylenediamine → 4,4-Dimethyl-4H-5-oxa-1,3-dithia-6,11-diaza-cyclopenta[a]anthracen-2-one

https://huagongshe.com/reaction/887968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant4,4-dimethyl-4H-[1,3]dithiolo[4,5-c]pyran-2,6,7-trioneHCID 59189577—
ReactantBentoniteHCID 71586775—
Product4,4-Dimethyl-4H-5-oxa-1,3-dithia-6,11-diaza-cyclopenta[a]anthracen-2-oneHCID 25166759—

Reaction Steps

4,4-Dimethyl-4H-[1,3]dithiolo[4,5-c]pyran-2,6,7-trione (5) (150 mg, 0.65 mmol), o-phenylenediamine (75 mg, 0.65 mmol) and montmorillonite KSF (100 mg) were mixed in a mortar until a homogeneous solid was obtained then the solid mixture was transferred into a test tube and irradiated with microwaves for 4 min. The resulting mixture was purified by chromatography (silica gel, CH2Cl2) to give pure 4,4-dimethyl-4H-5-oxa-1,3-dithia-6,11-diaza-cyclopenta[a]anthracen-2-one (7). Yield: 90 mg (45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247551B2
Source datasetuspto-grants-2012_08
ORD IDord-e25aad95788343e7ba485dce40e19d85
Source noteuspto-grants-2012_08