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

Reaktionsgleichung

[CH3:1][C:2]1([CH3:14])[C:7]2[S:8][C:9](=[O:11])[S:10][C:6]=2[C:5](=O)[C:4](=O)[O:3]1.[C:15]1([NH2:22])[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH2:21].O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3]>>[CH3:1][C:2]1([CH3:14])[O:3][C:4]2[C:5](=[N:21][C:16]3[C:15]([N:22]=2)=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:6]2[S:10][C:9](=[O:11])[S:8][C:7]1=2

Komponenten

Edukt 3

HCID 7243O-Phenylenediamine

HCID 591895774,4-dimethyl-4H-[1,3]dithiolo[4,5-c]pyran-2,6,7-trione

HCID 71586775Bentonite

Produkt 1

HCID 251667594,4-Dimethyl-4H-5-oxa-1,3-dithia-6,11-diaza-cyclopenta[a]anthracen-2-one

Versuchsvorschrift

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-6,1,1-diaza-cyclopenta[a]anthracen-2-one (7). Yield: 90 mg (45%).