Sodium Azide → HCID 21866197, compound

HRID 857785Notes

Reaction equation

HRID 857785 reaction equation
Br[CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1[C:14]([Cl:15])=[N:13][S:12][N:11]=1.[N-:16]=[N+:17]=[N-:18].[Na+]>CN(C=O)C>[N:16]([CH2:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1[C:14]([Cl:15])=[N:13][S:12][N:11]=1)=[N+:17]=[N-:18]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 21866262HCID 21866262, compound

Product 1

HCID 21866197HCID 21866197, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-[2-(bromomethyl)-4-chlorophenyl]-4-chloro-1,2,5-thiadiazole (0.193 g, 0.60 mmol) and sodium azide (38.7 mg, 0.60 mmol) in DMF (0.6 mL) was stirred at 60° C. for 16 h. The solution was partitioned between water and ether. The organic phase was separated, washed with brine, dried (Na2SO4) and reduced in vacuo. 3-[2-(Azidomethyl)-4-chlorophenyl]-4-chloro-1,2,5-thiadiazole was isolated as an oil. MS m/z=258.5.

Workup

  1. customThe solution was partitioned between water and ether
  2. customThe organic phase was separated
  3. washwashed with brine
  4. dry with materialdried (Na2SO4)

Sources & evidence

ORD record
ord-0ec18ac44a134b2ab2e05d52d1a4fa93
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

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