Sodium Azide → HCID 178429173, compound

HRID 1755922Notes

Reaction equation

HRID 1755922 reaction equation
Br[CH2:2][C:3]1[N:13]=[C:6]2[N:7]=[C:8]([CH3:12])[CH:9]=[C:10]([OH:11])[N:5]2[N:4]=1.[N-:14]=[N+:15]=[N-:16].[Na+]>CN(C)C=O>[N:14]([CH2:2][C:3]1[N:13]=[C:6]2[N:7]=[C:8]([CH3:12])[CH:9]=[C:10]([OH:11])[N:5]2[N:4]=1)=[N+:15]=[N-:16]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 178429162HCID 178429162, compound

Product 1

HCID 178429173HCID 178429173, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Bromomethyl-5-methyl[1.2.4]triazolo[1,5-a]pyrimidin-7-ol (3.6 g) are dissolved in 50 ml of dimethylformamide, treated with 0.99 g of sodium azide and stirred at room temperature for 2.5 hours. The dimethylformamide is evaporated in a high vacuum at 40° C. and the residue is treated with 35 ml of water. The thus-obtained suspension is stirred in an ice bath for 45 minutes. A white precipitate is filtered off under suction, washed with a small amount of water and dried in a high vacuum. There are obtained 2.0 g of 2-azidomethyl-5-methyl[1.2.4]-triazolo[1,5-a]pyrimidin-7-ol as white crystals of melting point 193°-194° C.

Workup

  1. customThe dimethylformamide is evaporated in a high vacuum at 40° C.
  2. additionthe residue is treated with 35 ml of water
  3. stirringThe thus-obtained suspension is stirred in an ice bath for 45 minutes
  4. filtrationA white precipitate is filtered off under suction
  5. washwashed with a small amount of water
  6. customdried in a high vacuum

Sources & evidence

ORD record
ord-cdd9f42297f745b89210cf4c5279f490
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

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