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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17169Erstellt: 24. Oktober 2026

4-Bromo-2-iodoaniline → Benzothiazole, 6-bromo-2-methyl-

https://huagongshe.com/de/reaction/17169

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Bromo-2-iodoanilineHCID 823934—
EduktThioacetamideHCID 2723949—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelDimethylformamideHCID 6228—
ProduktBenzothiazole, 6-bromo-2-methyl-HCID 13844848,2%

Reaktionsschritte

A solution of 4-bromo-2-iodo-phenylamine (1.5 g, 5.0 mmol), thiacetamide (381 mg, 5.0), cupric oxide (280 mg, 3.5 mmol), dppf (56 mg, 0.10 mmol), Pd2(dba)3 (48 mg, 0.052 mmol) in DMF was heated at 60° C. for 1 hour, cooled to room temperature, partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and concentrated. The concentrate was purified by flash chromatography on silica gel using 20% hexanes/methylene chloride to give 550 mg (40% yield) of the desired product. MS (ESI(+)) m/e 227.8, 229.8 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737160B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-c0d66411f6714e9abf4e754e845d9317
Quellennotizuspto-grants-2010_06