1,2-Dibromoethane → HCID 59011488, compound

HRID 501257Notes

Reaction equation

HRID 501257 reaction equation
[CH:1]1([NH:4][S:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:7])=[O:6])[CH2:3][CH2:2]1.Br[CH2:17][CH2:18]Br.C([O-])([O-])=O.[K+].[K+]>CC(C)=O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(=O)OCC>[CH:1]1([N:4]2[S:5](=[O:7])(=[O:6])[N:8]([C:9]([O:10][C:11]([CH3:12])([CH3:14])[CH3:13])=[O:15])[CH2:18][CH2:17]2)[CH2:2][CH2:3]1

Participants

7

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 57564136HCID 57564136, compound

Product 1

HCID 59011488HCID 59011488, compound

Reagents, catalysts & solvents 3

HCID 67553Tetrabutylammonium IodideCatalystHCID 180AcetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

410 mg of tert-butyl cyclopropylsulfamoylcarbamate, 150 μl of 1,2-dibromoethane and 719 mg of K2CO3 were boiled under reflux in 6 ml of anhydrous acetone for 9 hours. The reaction mixture was left to stand at RT for 15 hours. Then 20 mg of tetrabutylammonium iodide were added, and the mixture was boiled under reflux for 9 hours. It was then diluted with 100 ml of EA and washed twice with 10 ml of water each time. After drying over Na2SO4, the solvent was removed in vacuo. 400 mg of a colorless oil were obtained.

Workup

  1. waitThe reaction mixture was left
  2. temperatureunder reflux for 9 hours
  3. washwashed twice with 10 ml of water each time
  4. dry with materialAfter drying over Na2SO4
  5. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d719020123514cfd9694f5c2d9a16d7f
Source dataset
uspto-grants-2010_08
Patent number
US07772262B2

Reaction notes

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