Chloroacetonitrile → 2,3-Dichloro-phenylthioacetonitrile

HRID 22299

Reaktionsgleichung

Reaktionsgleichung von HRID 22299
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[SH:9].C[O-].[Na+].[Cl:13][CH2:14][C:15]#[N:16]>CO>[Cl:13][CH:14]([S:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[CH:2]=1)[C:15]#[N:16]

Komponenten

5

Edukt 3

HCID 7856ChloroacetonitrileHCID 1402022,3-DichlorobenzenethiolHCID 10942334Sodium Methoxide

Produkt 1

HCID 677811192,3-Dichloro-phenylthioacetonitrileAusbeute 59,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

15.0 g (83.8 mmol) of 2,3-dichloro-thiophenol are introduced into 50 ml of absolute methanol, 4.5 g (83.8 mmol) of sodium methanolate are added in portions, with cooling, and the mixture is stirred for 15 minutes at room temperature. 6.3 g (83.8 mmol) of chloroacetonitrile are subsequently added dropwise, and the mixture is stirred for 2 hours at room temperature and for a further 5 hours at reflux temperature. The entire batch is then filtered while hot and concentrated in vacuo. 10.8 g (59.1% of theory) of 2,3-dichloro-phenylthioacetonitrile are obtained.

Aufarbeitung

  1. additionare added in portions
  2. temperaturewith cooling
  3. stirringthe mixture is stirred for 2 hours at room temperature and for a further 5 hours
  4. temperatureat reflux temperature
  5. filtrationThe entire batch is then filtered while hot and
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6f5869ef032345849333c43b75a8a347
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428047

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