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HRID 531173作成日:2026年10月26日

4,7-Dibromo-2,1,3-benzothiadiazole → 4,7-Di(thiophen-2-yl)benzo(c)(1,2,5)thiadiazole

https://huagongshe.com/reaction/531173

反応式

関与物質

役割名称HCID仕込み量
反応物4,7-Dibromo-2,1,3-benzothiadiazoleHCID 626361—
反応物2-(Tri-n-butylstannyl)thiopheneHCID 2779373—
溶媒TetrahydrofuranHCID 8028—
生成物4,7-Di(thiophen-2-yl)benzo(c)(1,2,5)thiadiazoleHCID 396294—

反応手順

An analogous process is described by Kim et al. in “Journal of Material Chemistry” (2008), Vol. 18, pages 5223-5229, in which 4,7-di-2-thienyl-2,1,3-benzothia-diazole (DTB) can be prepared by reacting 4,7-dibromo -2,1,3-benzothiadiazole and tri-n-butyl(thien-2-yl)stannane, in the presence of tetrahydrofuran, at 66° C., for 3 hours. Bis(triphenylphosphine)palladium-(II)chloride [PdCl2(PPh3)2] is used as catalyst. Also in this case, at the end of the reaction, the solvent is removed by evaporation at reduced pressure and the residue obtained is purified by elution on a silica gel chromatographic column using a mixture of methylene chloride/hexane (1/1 vol/vol) as eluent, obtaining 4,7-di-2-thienyl-2,1,3-benzothiadiazole (DTB) with a yield equal to 88%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09353125B2
出典データセットuspto-grants-2016_05
ORD IDord-e98d1b91c944432081324df92623e01c
出典メモuspto-grants-2016_05