Hydrochloric Acid → Chloramben

HRID 274836

Reaktionsgleichung

Reaktionsgleichung von HRID 274836
[Cl:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][C:8]([Cl:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Sn].Cl>O>[NH2:11][C:10]1[C:2]([Cl:1])=[C:3]([CH:7]=[C:8]([Cl:14])[CH:9]=1)[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 69512,5-Dichloro-3-nitrobenzoic acidHCID 5352426Tin atom

Produkt 1

HCID 8630Chloramben

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

To a flask in which had been placed 47.20 grams (0.20 mole) of 2,5-dichloro-3-nitrobenzoic acid and 40.0 grams (0.326 mole) of granular tin were added, with good agitation, 200 mL of water and 200 mL of concentrated hydrochloric acid. The stirred reaction mixture was heated at 95° C. for 4.5 hours and at the conclusion of this period was poured over ice, causing a solid to form. This solid was removed by filtration and washed with water, then dissolved in ethyl acetate. This solution was washed three times with water and once with a saturated aqueous solution of sodium chloride. After being dried over anhydrous sodium sulfate and filtered, the solution was evaporated under reduced pressure to yield solid 3-amino-2,5-dichlorobenzoic acid, weighing 39.25 grams.

Aufarbeitung

  1. customTo a flask in which had been placed
  2. customThe stirred reaction mixture
  3. additionwas poured over ice
  4. customto form
  5. customThis solid was removed by filtration
  6. washwashed with water
  7. dissolutiondissolved in ethyl acetate
  8. washThis solution was washed three times with water
  9. dry with materialAfter being dried over anhydrous sodium sulfate
  10. filtrationfiltered
  11. customthe solution was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6203d0bec1b2466cb792ccb837fc0e30
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05391541

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