Acetic Anhydride → 6-Iodo-2-methyl-4H-3,1-benzoxazin-4-one

HRID 13650

Reaktionsgleichung

Reaktionsgleichung von HRID 13650
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)C)(=O)[CH3:13]>>[I:11][C:8]1[CH:9]=[CH:10][C:2]2[N:1]=[C:12]([CH3:13])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

Komponenten

3

Edukt 2

HCID 7918Acetic AnhydrideHCID 72911Benzoic acid, 2-amino-5-iodo-

Produkt 1

HCID 9153906-Iodo-2-methyl-4H-3,1-benzoxazin-4-oneAusbeute 90 %

Versuchsvorschrift

2-Amino-5-iodobenzoic acid (25.4 g, 96.6 mmol) was added in portions to cold acetic anhydride (100 mL). The suspension was first stirred without cooling, then the resulting thick precipitate was heated at reflux for 1 h (red solution). The product crystallized spontaneously upon cooling. After stirring in ice for 30 min, the crystals were filtered off and washed twice with heptane. The crystals were thoroughly dried at 0.1 mbar/50° C. One obtained 25.1 g (90%) of beige crystals. MS: m/z=287 (M).

Aufarbeitung

  1. temperaturewithout cooling
  2. temperaturethe resulting thick precipitate was heated
  3. temperatureat reflux for 1 h (red solution)
  4. customThe product crystallized spontaneously
  5. temperatureupon cooling
  6. stirringAfter stirring in ice for 30 min
  7. filtrationthe crystals were filtered off
  8. washwashed twice with heptane
  9. customThe crystals were thoroughly dried at 0.1 mbar/50° C

Quellen und Nachweise

ORD-Eintrag
ord-f1525804138841f4a88333612dbe8237
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728142B2

Verknüpfte Notizen

Wird geladen…