Sodium Azide → HCID 21852642, compound

HRID 1586370Notes

Reaction equation

HRID 1586370 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Cl[CH2:6][N:7]1[CH:11]=[C:10]([Cl:12])[C:9]([C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[CH:14]=2)=[N:8]1>CN(C=O)C.O>[N:1]([CH2:6][N:7]1[CH:11]=[C:10]([Cl:12])[C:9]([C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[CH:14]=2)=[N:8]1)=[N+:2]=[N-:3]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 21852641HCID 21852641, compound

Product 1

HCID 21852642HCID 21852642, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

0.70 g (0.010 mol) of sodium azide is added, at room temperature, to a solution of 1.85 g (0.005 mol) of 1-chloromethyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole in 25 ml of DMF. The reaction mixture is stirred for 12 h, diluted with 100 ml of H2O and extracted with ether. After drying the organic phase and concentration under vacuum, the residue is triturated with 20 ml of heptane, filtered and dried. We obtain 1.30 g of 1-azidomethyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole, melting at 74° C.

Workup

  1. extractionextracted with ether
  2. customAfter drying
  3. concentrationthe organic phase and concentration under vacuum
  4. customthe residue is triturated with 20 ml of heptane
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-f7381121866145a6b5494ea6c129804c
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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