Ammonium dithiocarbamate → HCID 178433563, compound

HRID 892777Notes

Reaction equation

HRID 892777 reaction equation
Br[CH:2]([C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=1)[C:3](=O)[CH3:4].[C:14](=[S:17])([S-:16])[NH2:15].[NH4+]>C(O)C.O>[C:10]([C:9]1[CH:12]=[CH:13][C:6]([C:2]2[S:16][C:14]([SH:17])=[N:15][C:3]=2[CH3:4])=[CH:7][CH:8]=1)#[N:11]

Participants

5

Reactant 2

HCID 11083854Ammonium dithiocarbamateHCID 15005405HCID 15005405, compound

Product 1

HCID 178433563HCID 178433563, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 4-(1-bromo-2-oxopropyl)benzonitrile (4.65 g, 0.02 mol) in absolute ethanol (20 ml) was added over 10 minutes to a stirred suspension of ammonium dithiocarbamate (2.2 g, 0.02 mol) in absolute ethanol (20 ml) at ambient temperature and the reaction mixture stirred for an additional 24 hours. The reaction mixture was then diluted with H2O (50 ml), the bulk of the ethanol evaporated under reduced pressure and product extracted with ethyl acetate. The organic extract was dried (MgSO4), filtered and the filtrate concentrated in vacuo. Trituration of the residue with ethanol and filtration gave the title product (1.2 g, 26%).

Workup

  1. customthe bulk of the ethanol evaporated under reduced pressure and product
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated in vacuo
  7. filtrationTrituration of the residue with ethanol and filtration

Sources & evidence

ORD record
ord-0a068964d9584863a9c7e132e077db46
Source dataset
uspto-grants-1992_06
Patent number
US05120747

Reaction notes

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