Sodium Azide → HCID 15617266, compound

HRID 1031003Notes

Reaction equation

HRID 1031003 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-68fad8f033644874839d9f4e7f568172
Source dataset
uspto-grants-1992_04
Patent number
US05108487

Reaction notes

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