Formaldehyde → 1-Acetylethylene dimethyldithiocarbamate

HRID 26133

Reaktionsgleichung

Reaktionsgleichung von HRID 26133
[CH3:1][N:2]([CH3:10])[C:3](=[S:9])[S:4][CH2:5][C:6]([CH3:8])=[O:7].C=O.[C:13](=S)=S.CN(C)C(=S)[S-].C[NH2+]C>CO>[CH3:1][N:2]([CH3:10])[C:3](=[S:4])[SH:9].[C:6]([CH:5]=[CH2:13])(=[O:7])[CH3:8]

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 6348Carbon DisulfideHCID 11728Dimethyldithiocarbamic acid, dimethylamineHCID 29494Carbamodithioic acid, N,N-dimethyl-, 2-oxopropyl ester

Produkt 1

HCID 867345331-Acetylethylene dimethyldithiocarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of acetonyl dimethyldithiocarbamate (3.6 grams, 0.020 mole), formaldehyde (1.6 grams of 37% aqueous solution, 0.020 mole), carbon disulfide (0.010 mole, 0.8 gram), and dimethylammonium dimethyldithiocarbamate (3.3 grams, 0.02 mole) in methanol (15 ml.) was stirred and heated at 39° C.-43° C. for 160 minutes. The reaction mixture was then cooled in ice and the precipitated product was filtered off, washed with cold methanol, and dried in air. The yield of product melting at 104° C.-106.5° C. (prior sintering) was 5.2 grams (84%). Repeated recrystallization from methylene chloride-methanol solution without heat gave the analytical sample of 1-acetylethylene dimethyldithiocarbamate melting at 105° C.-107.5° C. (prior sintering). The structure was determined from the infrared spectrum and elemental analysis.

Aufarbeitung

  1. temperatureheated at 39° C.-43° C. for 160 minutes
  2. temperatureThe reaction mixture was then cooled in ice
  3. filtrationthe precipitated product was filtered off
  4. washwashed with cold methanol
  5. customdried in air
  6. customrecrystallization from methylene chloride-methanol solution
  7. temperaturewithout heat

Quellen und Nachweise

ORD-Eintrag
ord-9404e3d6d8a4475894260815662a79a1
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04148795

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