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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 84577Erstellt: 24. Oktober 2026

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/de/reaction/84577

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktDimethylformamide dimethyl acetalHCID 78373—
Edukt2,4-Difluorophenylhydrazine hydrochlorideHCID 2733301—
Edukt9-Bromo-4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-2-carboxylic acid amideHCID 66868537—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-(9-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepin-2-yl)-4-(2,4-difluorophenyl)-4H-1,2,4-triazoleHCID 57900350—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

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)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846762B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-ff093e2220954d88a849f3cf1d470fa2
Quellennotizuspto-grants-2014_09