Phosphorus oxychloride → HCID 178526525, compound

HRID 1905935Notes

Reaction equation

HRID 1905935 reaction equation
O[C:2]1[NH:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)[N:6]=1.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:2]1[NH:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)[N:6]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178526526HCID 178526526, compound

Product 1

HCID 178526525HCID 178526525, compound

Procedure

A mixture to 2-hydroxy-4-(4-nitro-phenyl)-1H-imidazole (15 g) and phosphorous oxychloride (750 ml) was refluxed, while stirring, for 24 hours. The solution was then evaporated to dryness, the residue was adjusted to pH 6.5 with a H2PO4- /HPO4-- buffer, and extracted with methylene chloride. After drying, the organic solution was evaporated, and the crude product was chromatographed on silica gel to give 6.7 g of the title compound. M.p. 136°-138° C.

Workup

  1. customThe solution was then evaporated to dryness
  2. extractionextracted with methylene chloride
  3. customAfter drying
  4. customthe organic solution was evaporated
  5. customthe crude product was chromatographed on silica gel

Sources & evidence

ORD record
ord-aaa9eb9d89904e94b68ddfe1c81d8c9c
Source dataset
uspto-grants-1987_03
Patent number
US04649150

Reaction notes

Loading…