Chloranil → HCID 57913425, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 8.0 g of 7,14-diphenyl-7,14-dihydro-5,12-dithia-pentacene and 3.1 grams of chloranil is heated in 70 ml ortho-dichlorobenzene to 150° C. for one hour. After cooling to 22° C., the product is filtered off and washed with 30 ml of ortho-dichlorobenzene, twice with 15 ml toluene and finally with 30 ml of ethanol. After drying 5.9 g of 7,14-Diphenyl-5,12-dithia-pentacene is obtained as dark violet crystals, mp=320° C. EI-MS: 468 (100%), 436 (7%), 391 (7%), 358 (8%), 234 (11%). The structure is confirmed by single crystal X-ray diffraction analysis: (space group: P-1; cell length: a 5.746(2); b 10.337(2); c 10.623(2); cell angles: α 116.620(11) β 104.914(13) γ 92.354(14)). FIG. 5 shows representations of the product calculated according to the above x-ray data (views other than along crystallographic axes).

Provenance & Evidence