Phosphorus pentachloride → HCID 69123647, compound

HRID 349252Notes

Reaction equation

HRID 349252 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[N:8][N:9]([CH2:12][C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[CH:14]=2)[C:10]=1O)=[O:5])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:22]>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[N:8][N:9]([CH2:12][C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[CH:14]=2)[C:10]=1[Cl:22])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 178470507HCID 178470507, compound

Product 1

HCID 69123647HCID 69123647, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Combine 1-(3,5-dichloro-benzyl)-5-hydroxy-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (1 eq) with PCl5 (2 eq) in toluene and heat at 40–50° C. until reaction is complete. Concentrate the mixture, treat with aqueous NaHCO3, and extract with Et2O. Dry the combined extracts over Na2SO4, concentrate, and purify by chromatography on silica gel. MS (ES) 334.0, 336.0 (M+1)+.

Workup

  1. concentrationConcentrate the mixture
  2. additiontreat with aqueous NaHCO3
  3. extractionextract with Et2O
  4. dry with materialDry the combined extracts over Na2SO4
  5. concentrationconcentrate
  6. custompurify by chromatography on silica gel

Sources & evidence

ORD record
ord-f50f5bbbf2b84f089b97d1af40b14566
Source dataset
uspto-grants-2007_02
Patent number
US07179804B2

Reaction notes

Loading…