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Ethyl Acetate → 2-Amino-6-chlorobenzenethiol hydrogen chloride, 95%

HRID 1370501
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1370501
C([S:8][C:9]1[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=1[NH2:16])C1C=CC=CC=1.[Al+3].[Cl-].[Cl-].[Cl-].CCOC(C)=O>C1C=CC=CC=1>[ClH:15].[NH2:16][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]([Cl:15])[C:9]=1[SH:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 6451240Aluminum(III) ChlorideHCID 13782476HCID 13782476, Verbindung

Produkt 1

HCID 185116192-Amino-6-chlorobenzenethiol hydrogen chloride, 95%

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a solution of 2-benzylsulfanyl-3-chloro-phenylamine (204) in 140 mL of benzene at 0° C. was added AlCl3 (Aldrich, 23.8 g, 179 mmol) in portion. The mixture turned to purple. After stirred at ambient temperature overnight, the mixture was poured to ice and EtOAc and stirred for 20 min. The mixture was extracted 3× with EtOAc (500 mL). The organic layers were washed twice with a brine solution (400 mL), dried over Na2SO4, and concentrated under vacuum. The crude product was treated with 145 mL of 1N HCl in ether. The product (13.6 g) was collected by filtration and washed with hexanes.

Aufarbeitung

  1. stirringstirred for 20 min
  2. extractionThe mixture was extracted 3× with EtOAc (500 mL)
  3. washThe organic layers were washed twice with a brine solution (400 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under vacuum
  6. additionThe crude product was treated with 145 mL of 1N HCl in ether
  7. filtrationThe product (13.6 g) was collected by filtration
  8. washwashed with hexanes

Quellen und Nachweise

ORD-Eintrag
ord-a31239af8e1a403da743eca655007945
Quelldatensatz
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06583157B2

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