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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 628009Erstellt: 23. Oktober 2026

Oxalyl chloride → 8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-chloro-phenyl)-amide

https://huagongshe.com/de/reaction/628009

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
Edukt8-Bromo-4,5-dihydrobenzo[2,3]oxepino[4,5-d]thiazole-2-carboxylic acidHCID 57900166—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-chloro-phenyl)-amideHCID 66868961—

Reaktionsschritte

To a suspension of 8-bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (396 mg) in dry dichloromethane (20 mL) was added oxalyl chloride (180 μL) and DMF (1 drop). After 3 hours the solvent was removed in vacuo and to the residue was added acetonitrile (20 mL), 2-chloroaniline (140 μL) and sodium bicarbonate (111 mg). After 3 hours, water was added to the reaction mixture and the resulting precipitate was collected by filtration to yield 8-bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (2-chloro-phenyl)-amide (467 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09309265B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-eb99534d233b431da981e8e187c8b2e9
Quellennotizuspto-grants-2016_04