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HRID 1370495Erstellt: 24. Oktober 2026

Hydrochloric Acid → 3,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine

https://huagongshe.com/de/reaction/1370495

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium CarbonateHCID 11430—
Edukt2,6-DichlorobenzothiazoleHCID 77176—
Edukt4-Amino-2,6-dichlorophenolHCID 80037—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt3,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamineHCID 2214877649,3%

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

To the solution of 4-amino-2,6-dichloro phenol (6 g, 26.5 mmol) and 2,6-dichlorobenzothiazole (101) (6 g, 29.4 mmol, 1.1 equiv.) in DMSO (25 mL), was added K2CO3 (11 g, 80 mmol, 3.0 equiv.). The mixture was stirred and heated to 160° C. After 5.5 h water (20 mL) was added to the reaction mixture, which was neutralized with 2N HCl., and was extracted with AcOEt three times. And the organic layer was washed with brine and was dried over anhydrous MgSO4, and then concentrated. Crude residue was purified by column chromatography (CHCl3/acetone=9/1, 180 g of silica gel) to afford 3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine (102) as a black solid (4.52 g, 49%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06583157B2
Quelldatensatzuspto-grants-2003_06
ORD IDord-bf033d1d5294458c906b11d1d1b50641
Quellennotizuspto-grants-2003_06