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

HRID 1091103Notes

Reaction equation

HRID 1091103 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'-dihydroxy-acetophenone 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-5756bbd9fa1a4b1aa19a187164cf0d26
Source dataset
uspto-grants-1992_01
Patent number
US05084453

Reaction notes

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