Potassium Hydroxide → (2-Chloro-6-nitrophenyl)(3-chloropropyl)sulfane

HRID 50963

Reaktionsgleichung

Reaktionsgleichung von HRID 50963
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Cl:12][CH2:13][CH2:14][CH2:15][SH:16].[OH-].[K+]>C1COCC1>[Cl:8][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([N+:9]([O-:11])=[O:10])[C:2]=1[S:16][CH2:15][CH2:14][CH2:13][Cl:12]

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 185552,3-DichloronitrobenzeneHCID 871343-Chloropropanethiol

Produkt 1

HCID 22735865(2-Chloro-6-nitrophenyl)(3-chloropropyl)sulfaneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

To a dry THF (Aldrich anhydrous grade, 70 mL) solution of 2,3-dichloronitrobenzene (9.61 g, 50.1 mmol) and 3-chloropropanethiol (5.0 g, 45.5 mmol) was added in one portion at 23° C. KOH pellets. The resulting mixture was vigorously stirred at 23° C. for 3.5 h. The reaction mixture was filtered through a Celite plug to remove remaining KOH. The plug was washed with THF (2×50 mL). The filtrate was concentrated in vacuo to give crude 1-chloro-2-[(3-chloropropyl)sulfanyl]-3-nitrobenzene (12 g, ˜100%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a Celite plug
  2. customto remove
  3. washThe plug was washed with THF (2×50 mL)
  4. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1114336d98264d738d1793cdf2b96c6e
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713471B1

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