Formaldehyde → 2-(1-Hydroxyethylidene)-3-oxobutyl dimethyldithiocarbamate

HRID 26132

反応式

HRID 26132 の反応式
[CH3:1][N:2]([CH3:6])[C:3](=[S:5])[S-:4].C[NH2+]C.C=O.[CH3:12][C:13](=[O:18])[CH2:14][C:15](=[O:17])[CH3:16].[C:19](=S)=S>CO>[CH3:1][N:2]([CH3:6])[C:3](=[S:4])[S:5][CH2:19][C:14](=[C:13]([OH:18])[CH3:12])[C:15](=[O:17])[CH3:16]

参加物

6

反応物 4

HCID 712FormaldehydeHCID 6348Carbon DisulfideHCID 11728Dimethyldithiocarbamic acid, dimethylamineHCID 31261Acetylacetone

生成物 1

HCID 867345322-(1-Hydroxyethylidene)-3-oxobutyl dimethyldithiocarbamate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Dimethylammonium dimethyldithiocarbamate (33.2 grams, 0.20 mole), formaldehyde (16.2 grams of 37% aqueous solution, 0.20 mole), 2,4-pentanedione (20.0 grams, 0.20 mole), and carbon disulfide (15.2 grams, 0.20 mole) were dissolved in methanol (100 ml.). The temperature of the resulting reaction was kept below 27° C. with ice cooling. After three hours at 22° C.-29° C., the reaction mixture was cooled in ice and the precipitated product was filtered off, washed with cold methanol and water, and dried in air. The crude product, melting at 69.5° C.-71.5° C. (prior sintering) weighed 37.3 grams (80%). Repeated precipitation of the material from carbon tetrachloride solution by the addition of hexane gave pure 2-(1-hydroxyethylidene)-3-oxobutyl dimethyldithiocarbamate melting at 70° C.-72° C. The structure was determined from infrared and nuclear magnetic resonance spectra and elemental analysis.

後処理

  1. customThe temperature of the resulting reaction
  2. customwas kept below 27° C. with ice cooling
  3. temperaturethe reaction mixture was cooled in ice
  4. filtrationthe precipitated product was filtered off
  5. washwashed with cold methanol and water
  6. customdried in air
  7. customprecipitation of the material from carbon tetrachloride solution
  8. additionby the addition of hexane

出典と根拠

ORDレコード
ord-790a992a66af4cfb87a4269bf06af81d
出典データセット
uspto-grants-1979_04
特許番号
US04148795

関連ノート

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