Sodium Iodide → 2-Benzyl-5-(N,N-dimethylthiocarbamoyl)thio-4-isothiazolin-3-one

HRID 1105879

Reaktionsgleichung

Reaktionsgleichung von HRID 1105879
[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]=[C:10](Cl)[S:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.[Na+].[CH3:18][N:19]([CH3:23])[C:20](=[S:22])[S-:21].[I-].[Na+]>C(O)C>[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]=[C:10]([S:22][C:20](=[S:21])[N:19]([CH3:23])[CH3:18])[S:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 5238Sodium IodideHCID 43451522-benzyl-5-chloroisothiazol-3(2H)-oneHCID 23693613Sodium dimethyldithiocarbamate dihydrate

Produkt 1

HCID 128527272-Benzyl-5-(N,N-dimethylthiocarbamoyl)thio-4-isothiazolin-3-oneAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a solution of 6.76 g. (0.03 mole) of 2-benzyl-5-chloro-4-isothiazolin-3-one in 25 ml of ethanol was added a solution of 5.37 g. (0.03 mole) of N,N-dimethyldithiocarbamic acid sodium salt dihydrate in 30 ml of ethanol followed by 0.1 g. of sodium iodide. A yellow solid separated spontaneously. The mixture was stirred at room temperature for 3 hours, then cooled and filtered. The solid was triturated with 50 ml of water and recrystallized from 250 ml of boiling EtOH to give 5.6 g. (60% yield) of the named product, mp 184°-186°.

Aufarbeitung

  1. customA yellow solid separated spontaneously
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe solid was triturated with 50 ml of water
  5. customrecrystallized from 250 ml of boiling EtOH
  6. customto give 5.6 g

Quellen und Nachweise

ORD-Eintrag
ord-7418178551d446d4aeac9a32f44bb6f8
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04310590

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