Acetone → HCID 88830642, compound

HRID 1580715Notes

Reaction equation

HRID 1580715 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[CH3:10][N:11]([CH3:13])[CH3:12].CC(C)=O.[C:18](=[S:20])=[S:19]>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:18](=[S:19])[S-:20])=[C:4]([CH3:9])[CH:3]=1.[CH3:10][NH+:11]([CH3:13])[CH3:12]

Participants

5

Reactant 4

HCID 180AcetoneHCID 1146TrimethylamineHCID 6348Carbon Disulfide2×HCID 72514-Chloro-2-toluidine

Product 1

HCID 88830642HCID 88830642, compoundYield 95.9%

Procedure

To a stirred solution of 56.6 g. (0.40 mole) of 4-chloro-2-methylaniline, 103.2 g. (0.48 mole) of 27.5% aqueous trimethylamine and 28 ml. of acetone at 25°C. is added dropwise 34.4 g. (0.44 mole) of carbon disulfide. The reaction mixture is stirred for 1 hour upon completion of the addition of the carbon disulfide and then filtered. The resulting solid is washed with 75 ml. of ethyl acetate and air dried to obtain 106 g. (95.9% yield) of trimethylammonium 4-chloro-2-methyphenyl dithiocarbamate.

Workup

  1. filtrationfiltered
  2. washThe resulting solid is washed with 75 ml
  3. dry with materialof ethyl acetate and air dried
  4. customto obtain 106 g

Sources & evidence

ORD record
ord-7692f50e1e1245238c19b2e83dae6517
Source dataset
uspto-grants-1976_01
Patent number
US03933851

Reaction notes

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