4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole → HCID 21875029, Verbindung

HRID 1441808Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1441808
[Br:1][C:2]1[C:7]2=[N:8][O:9][N:10]=[C:6]2[C:5]([N+:11]([O-])=O)=[CH:4][CH:3]=1>CC(O)=O>[Br:1][C:2]1[C:7]2=[N:8][O:9][N:10]=[C:6]2[C:5]([NH2:11])=[CH:4][CH:3]=1

Komponenten

3

Edukt 1

HCID 120102144-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole

Produkt 1

HCID 21875029HCID 21875029, VerbindungAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of compound 422A (563 mg, 2.31 mmol) in AcOH (5 mL) was heated to 70° C. and Fe0 powder (258 mg, 4.62 mmol) was added in one portion. The resulting dark reaction mixture was stirred for 15 min, cooled to rt and concentrated under reduced pressure. The residue was taken up in EtOAc and the resulting solution was washed with sat. Na2CO3 solution. The organic layer was dried over Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel eluting with 10-60% EtOAc in hexanes to give 470 mg (95%) of compound 422B as a red solid.

Aufarbeitung

  1. customThe resulting dark reaction mixture
  2. concentrationconcentrated under reduced pressure
  3. washthe resulting solution was washed with sat. Na2CO3 solution
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. custompurified by flash chromatography on silica gel eluting with 10-60% EtOAc in hexanes

Quellen und Nachweise

ORD-Eintrag
ord-112470a5cb544fdbbcb9bfb5742ce261
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07655689B2

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