Water → HCID 18327893, compound

HRID 1250281Notes

Reaction equation

HRID 1250281 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].O.CS(O[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=1[CH3:19])(=O)=O.[CH3:20]N(C=O)C>>[N:1]([CH2:20][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=1[CH3:19])=[N+:2]=[N-:3]

Participants

5

Reactant 4

HCID 962Water2×HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 18327892HCID 18327892, compound

Product 1

HCID 18327893HCID 18327893, compound

Procedure

1.0 g (0.015 mol) of sodium azide and 10 mL of water were added to a solution of 2.1 g (9.3 mmol) of 4-methanesulfonyloxy-3-methylbenzonitrile (from step (iii) above) in 20 mL of DMF. The reaction mixture was stirred for 1.5 h at room temperature, poured into 200 mL of water and extracted three times with ether. The combined organic phase was washed several times with water, dried (Na2SO4) and evaporated. Yield: 1.4 g (87%).

Workup

  1. extractionextracted three times with ether
  2. washThe combined organic phase was washed several times with water
  3. dry with materialdried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-f87c198c8b4040beb8b6f9aa19577fbf
Source dataset
uspto-grants-2002_01
Patent number
US06337394B2

Reaction notes

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