Water → Methyl 2-amino-4-iodobenzoate

HRID 3120

Reaktionsgleichung

Reaktionsgleichung von HRID 3120
[OH-].[Na+].[I:3][C:4]1[CH:15]=[CH:14][C:7]2[C:8](=[O:13])[O:9][C:10](=O)[NH:11][C:6]=2[CH:5]=1.O>CO>[NH2:11][C:6]1[CH:5]=[C:4]([I:3])[CH:15]=[CH:14][C:7]=1[C:8]([O:9][CH3:10])=[O:13]

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 189299207-Iodo-1H-benzo[d][1,3]oxazine-2,4-dione

Produkt 1

HCID 18929930Methyl 2-amino-4-iodobenzoateAusbeute 80,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a stirred solution of sodium hydroxide (0.048 g, 1.2 mM) in methanol (4.5 mL) was added 7-iodo-2H-3,1-benzoxazine-2,4(1H)-dione (2.6 g, 9.0 mM). The mixture was heated at 60° C. for 7 hr and the resulting solution was cooled, poured into water and extracted with ethyl acetate. The combined extracts were washed once with dilute sodium hydroxide, dried (MgSO4), filtered and concentrated to leave the title compound (2.0 g, 80%) as a brown oil which slowly crystallized; MS(CI): 278 (M+H).

Aufarbeitung

  1. temperaturethe resulting solution was cooled
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed once with dilute sodium hydroxide
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c4712f788bc44516bf8778e183920013
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733910

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