Benzyl Bromide → HCID 66756276, compound

HRID 1643341Notes

Reaction equation

HRID 1643341 reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:17]=[C:16]([OH:18])[C:15]([S:19](=[O:26])(=[O:25])[N:20]([CH3:24])[CH2:21][CH2:22][CH3:23])=[CH:14][C:9]=1[C:10]([O:12][CH3:13])=[O:11].[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(#N)C>[CH2:27]([O:7][C:8]1[CH:17]=[C:16]([O:18][CH2:10][C:9]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:8]=2)[C:15]([S:19](=[O:26])(=[O:25])[N:20]([CH3:24])[CH2:21][CH2:22][CH3:23])=[CH:14][C:9]=1[C:10]([O:12][CH3:13])=[O:11])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 66756408HCID 66756408, compound

Product 1

HCID 66756276HCID 66756276, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.7 71.25 g of potassium carbonate are added to a solution of 75 g of methyl 2,4-dihydroxy-5-(N-methyl-N-propylsulfamoyl)benzoate in 800 ml of acetonitrile. 60 ml of benzyl bromide are subsequently added dropwise. The mixture is refluxed for 3 hours, cooled and subjected to conventional work-up. HPLC gives 113 g of methyl 2,4-dibenzyloxy-5-(N-methyl-N-propylsulfamoyl)benzoate.

Workup

  1. temperatureThe mixture is refluxed for 3 hours
  2. temperaturecooled

Sources & evidence

ORD record
ord-032ebeef043245f9995365c63358c8a5
Source dataset
uspto-grants-2012_02
Patent number
US08119795B2

Reaction notes

Loading…