Dimethylformamide → 2-Amino-5-chloro-3-iodobenzoic acid

HRID 2427042Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2427042
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].CN(C)C=O.[I:17]N1C(=O)CCC1=O>O>[NH2:1][C:2]1[C:10]([I:17])=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 124762-Amino-5-chlorobenzoic acidHCID 120273N-Iodosuccinimide

Produkt 1

HCID 534416562-Amino-5-chloro-3-iodobenzoic acidAusbeute 46,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 1.5 g of 2-amino-5-chlorobenzoic acid and 100 ml of N,N-dimethylformamide was added 2.7 g of N-iodosuccinimide at room temperature, and the mixture was stirred at room temperature for 24 hours. After 30 ml of water was poured into the reaction mixture, the mixture was extracted with ethyl acetate three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 1.2 g of 2-amino-5-chloro-3-iodobenzoic acid of the formula:

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate three times
  2. washwashed with an aqueous saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e5d6850f2ba34ce4bd3a6ea16293a89b
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968573B2

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