Water → HCID 62901447, compound

HRID 564006Notes

Reaction equation

HRID 564006 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:16]([CH3:20])[C:17]([NH2:19])=[O:18].O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([S:8][CH:16]([CH3:20])[C:17]([NH2:19])=[O:18])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 80597m-BromobenzenethiolHCID 1011182-Bromopropanamide

Product 1

HCID 62901447HCID 62901447, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of 5.0 g 3-bromobenzenethiol and 5.96 g potassium carbonate in 50 ml DMF were added 3.86 g 2-bromopropionamide at RT. The mixture was warmed up and stirred at 70° C. for 3.5 hrs. After cooling, 200 ml water were added and the mixture extracted 3 times with dichloromethane. Drying and evaporation of the organic phases yielded 6.5 g of the title product which was used without further purification.

Workup

  1. temperatureThe mixture was warmed up
  2. temperatureAfter cooling
  3. extractionthe mixture extracted 3 times with dichloromethane
  4. customDrying
  5. customevaporation of the organic phases

Sources & evidence

ORD record
ord-54c4cbbce6ce4e3b8c5642577d08c298
Source dataset
uspto-grants-2011_11
Patent number
US08067599B2

Reaction notes

Loading…