Formic Acid → HCID 22559043, Verbindung

HRID 984707

Reaktionsgleichung

Reaktionsgleichung von HRID 984707
Cl[S:2]([N:5]=C=O)(=[O:4])=[O:3].C(O)=O.[NH2:11][C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[C:17]([Br:22])[CH:18]=2)[CH:13]=1>C1C=CC=CC=1>[Br:22][C:17]1[CH:16]=[CH:15][C:14]2[C:19](=[CH:20][CH:21]=[C:12]([NH:11][S:2](=[O:4])(=[O:3])[NH2:5])[CH:13]=2)[CH:18]=1

Komponenten

5

Edukt 3

HCID 284Formic AcidHCID 70918Chlorosulfonyl isocyanateHCID 3484042-Amino-6-bromonaphthalene

Produkt 1

HCID 22559043HCID 22559043, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

A solution of chlorosulfonyl isocyanate (870 μl, WAKO) in benzene (10 ml) was added dropwise with formic acid (377 μl, WAKO) under ice cooling, warmed to room temperature, stirred for 19.5 hours, then heated to 40° C. and further stirred for 4 hours. The reaction mixture was added dropwise with a solution (5 ml) of 2-amino-6-bromonaphthalene (443 mg) in benzene under ice cooling, warmed to room temperature and stirred for 21.5 hours. The reaction mixture was filtered, and the obtained solid was added with ethyl acetate and mixed. The mixture was filtered again, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Quad, hexane:ethyl acetate=2:1) to obtain the title compound (Intermediate 28, 158 mg).

Aufarbeitung

  1. temperatureheated to 40° C.
  2. stirringfurther stirred for 4 hours
  3. temperaturewarmed to room temperature
  4. stirringstirred for 21.5 hours
  5. filtrationThe reaction mixture was filtered
  6. additionthe obtained solid was added with ethyl acetate
  7. additionmixed
  8. filtrationThe mixture was filtered again
  9. customthe solvent was evaporated under reduced pressure
  10. customThe residue was purified by column chromatography (Quad, hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-a3cb2ca8d20d416a9157656051eb274a
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06867320B2

Verknüpfte Notizen

Wird geladen…