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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2390664Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/2390664

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Bromo-2-iodoanilineHCID 823934—
EduktThioacetamideHCID 2723949—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
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 DME 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
PatentnummerUS08273736B2
Quelldatensatzuspto-grants-2012_09
ORD IDord-0cc6ea8707364b69bf6d9165d5632780
Quellennotizuspto-grants-2012_09