Dibromomethane → 2-(Phenylthiomethylimino)-1,3-dithietane

HRID 1283685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1283685
C(Br)Br.[CH2:4](N(CC)CC)C.[C:11]1([S:17][CH2:18][NH:19][C:20](=[S:22])[S-:21])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[K+].S1CCS1>O.CN(C)C=O>[C:11]1([S:17][CH2:18][N:19]=[C:20]2[S:21][CH2:4][S:22]2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

7

Edukt 4

HCID 3024DibromomethaneHCID 8471TriethylamineHCID 123092831,2-DithietaneHCID 23667329Potassium phenylthiomethyldithiocarbamate

Produkt 1

HCID 214533212-(Phenylthiomethylimino)-1,3-dithietane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of 28.2 g. of methylene bromide and 10.9 g. of triethylamine in 250 ml. of dimethylformamide was added, in portions, 27.3 g. of potassium phenylthiomethyldithiocarbamate keeping the reaction temperature below 30°C. by cooling. After another 2 hours, the mixture was poured into water and extracted with ethylene chloride. The ethylene chloride mixture was washed with water, dried, and saturated with dry hydrogen chloride. The resulting salt was collected by filtration and washed with acetone. The salt, on stirring with a mixture of 100 ml. of water and 300 ml. of chloroform, dissolved and removal and concentration of the chloroform layer gave 8.5 g. of the dithietane as a white solid, m.p. 50°-52°C.

Aufarbeitung

  1. additionTo a mixture of 28.2 g
  2. extractionextracted with ethylene chloride
  3. washThe ethylene chloride mixture was washed with water
  4. customdried
  5. filtrationThe resulting salt was collected by filtration
  6. washwashed with acetone
  7. dissolutionof chloroform, dissolved
  8. customremoval and concentration of the chloroform layer
  9. customgave 8.5 g

Quellen und Nachweise

ORD-Eintrag
ord-aefb2e0d26a44920833aa411bb07852e
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03975528

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