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HRID 84577作成日:2026年10月25日

Toluene → 3-(9-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-4-(2,4-difluorophenyl)-4H-1,2,4-triazole

https://huagongshe.com/reaction/84577

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Dimethylformamide dimethyl acetalHCID 78373—
反応物2,4-Difluorophenylhydrazine hydrochlorideHCID 2733301—
反応物9-Bromo-4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-2-carboxylic acid amideHCID 66868537—
溶媒Acetic AcidHCID 176—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
生成物3-(9-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-4-(2,4-difluorophenyl)-4H-1,2,4-triazoleHCID 57900350—

反応条件

温度100 °C

反応手順

A mixture of 9-bromo-4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-2-carboxylic acid amide (340 mg), dimethylformamide dimethyl acetal (3 ml) and toluene (2.5 mL) was heated to 100° C. for 16 hours. The solvent was then reduced in vacuo and dissolved in acetic acid (3 ml) and water (0.3 mL) and to this was added 2,4-difluorophenylhydrazine hydrochloride (265 mg). The reaction mixture was heated to 100° C. for 3 hours. The reaction mixture was then cooled, and then diluted with dichloromethane, washed with sodium carbonate solution, dried (MgSO4) and the solvent removed in vacuo. Purification using flash chromatography yielded 293. NMR: (CDCl3): 3.15 (2H, t), 4.31 (2H, t), 6.82 (1H, d), 6.86 (1H, s), 7.08-7.13 (2H, m), one proton under chloroform peak, 7.72 (1H, s), 8.10 (1H, s)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08846762B2
出典データセットuspto-grants-2014_09
ORD IDord-ff093e2220954d88a849f3cf1d470fa2
出典メモuspto-grants-2014_09