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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261743Generated: November 4, 2026

Chloranil → HCID 57913442, compound

https://huagongshe.com/reaction/1261743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloranilHCID 8371—
ReactantHCID 86635072HCID 86635072—
SolventMethanolHCID 887—
ProductHCID 57913442HCID 57913442—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 7.1 grams of 2,9-Dibromo-7,14-bis-[4-(1-hexyl-heptyl)-phenyl]-7,14-dihydro-5,12-dithia-pentacene and 2.6 grams of chloranil is heated in 100 ml ortho-dichloronezene at 150° C. for 4 hours. After cooling to 22° C., the reaction mixture is poured into 600 ml methanol, filtered off and washed three times with 50 ml methanol. The crude product is suspended in 80 ml acetone, stirred for one hour and filtered off. After drying in vacuum 3.0 grams 2,9-dibromo-7,14-bis-[4-(1-hexyl-heptyl)-phenyl]-5,12-dithia-pentacene are obtained as violet crystals. 1H-NMR(CHCl3): 7.26 (d, 4H, J=8 Hz); 7.04 (d, 4H, J=8 Hz); 6.98 (dd, 2H, J=8.5/2 Hz); 6.71 (d, 2H, J=8.5 Hz); 6.58 (d, 2H, J=2 Hz); 5.86 (s, 2H); 2.57 (m, 2H); 1.8-1.1 (m, 40H); 0.88 (t, 12H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471019B2
Source datasetuspto-grants-2013_06
ORD IDord-5ffacb35b1084c48b08d19181c53c458
Source noteuspto-grants-2013_06