Water → HCID 178468751, compound

HRID 1858514Notes

Reaction equation

HRID 1858514 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=1)=O.O.[C:17](=[S:20])([S-:19])[NH2:18].[NH4+]>C(O)C>[SH:20][C:17]1[S:19][CH:2]=[C:3]([C:5]2[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=2)[N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11083854Ammonium dithiocarbamateHCID 11966043Ethyl 4-(2-bromoacetyl)benzoate

Product 1

HCID 178468751HCID 178468751, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of ethyl 4-(bromoacetyl)benzoate (2 g), water (15 ml) and ethanol (14 ml) was added ammonium dithiocarbamate (813 mg) under stirring at room temperature. The stirring was continued for 1 hour at the same temperature and the resulting crystal was collected by filtration. The crystal was added to a mixture of water (15 ml) and ethanol (15 ml), and the mixture was refluxed for 1.5 hours under stirring. The stirring was continued for 30 minutes at 10° C. to give crystal, which were collected by filtration and dried, to give ethyl 4-(2-mercaptothiazol-4-yl)benzoate (1.15 g).

Workup

  1. filtrationthe resulting crystal was collected by filtration
  2. additionThe crystal was added to a mixture of water (15 ml) and ethanol (15 ml)
  3. temperaturethe mixture was refluxed for 1.5 hours
  4. stirringunder stirring
  5. waitThe stirring was continued for 30 minutes at 10° C.
  6. customto give crystal, which
  7. filtrationwere collected by filtration
  8. customdried

Sources & evidence

ORD record
ord-e67c7f2c56e54dad89a9b6af27a2dc22
Source dataset
uspto-grants-2000_11
Patent number
US06150351

Reaction notes

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