2-Chloro-3',4'-dihydroxyacetophenone → HCID 178515889, compound

HRID 483361

Reaction equation

HRID 483361 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([OH:12])[CH:6]=1)=O.[C:13](=[S:16])([S-:15])[NH2:14].[NH4+]>CO>[OH:12][C:7]1[CH:6]=[C:5]([C:3]2[N:14]=[C:13]([SH:16])[S:15][CH:2]=2)[CH:10]=[CH:9][C:8]=1[OH:11]

Participants

4

Reactant 2

HCID 668342-Chloro-3',4'-dihydroxyacetophenoneHCID 11083854Ammonium dithiocarbamate

Product 1

HCID 178515889HCID 178515889, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10.0 g (53.6 mmol) of 2-chloro-3'4'-dihydroxyacetophenone was dissolved in 100 ml of methanol, and then 5.90 g (53.6 mmol) of ammonium dithiocarbamate was added thereto. The mixture was stirred at room temperature for 30 minutes. The solvent was distilled off under reduced pressure. To the residue, water was added to adjust the mixture to pH2.0, and then the mixture was extracted twice with ethyl acetate. The extract was dried over anhydrous sodium sulfate and-then concentrated. The crystal residue was washed with diethyl ether to obtain 8.80 g (yield: 72.9%) of the above-identified compound.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionTo the residue, water was added
  3. extractionthe mixture was extracted twice with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. washThe crystal residue was washed with diethyl ether

Sources & evidence

ORD record
ord-2415b5230c51422e806ffa8b944759b4
Source dataset
uspto-grants-1993_07
Patent number
US05225406

Linked notes

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