Sodium Azide → HCID 15617266, compound

HRID 1651003Notes

Reaction equation

HRID 1651003 reaction equation
Br[CH2:2][C:3]1[C:4]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.[N-:18]=[N+:19]=[N-:20].[Na+]>C(O)C>[N:18]([CH2:2][C:3]1[C:4]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1)=[N+:19]=[N-:20]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 15617261HCID 15617261, compound

Product 1

HCID 15617266HCID 15617266, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.64 g of 3-bromomethyl-2-carboethoxybenzenesulfonamide and 0.43 g of sodium azide in ethanol was heated to reflux for 3 hours. The resulting reaction mixture was cooled to room temperature and the ethanol was removed on the rotovap. The residue was partitioned between water and ethyl acetate. The organic phase was dried over magnesium sulfate, filtered and concentrated to give 1.32 g of a waxy solid.

Workup

  1. temperatureto reflux for 3 hours
  2. customThe resulting reaction mixture
  3. customthe ethanol was removed on the rotovap
  4. customThe residue was partitioned between water and ethyl acetate
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give 1.32 g of a waxy solid

Sources & evidence

ORD record
ord-e2e4719461924246b8b14b338505fc44
Source dataset
uspto-grants-1990_05
Patent number
US04927453

Reaction notes

Loading…