Phosphorus oxychloride → HCID 54286513, compound

HRID 2290611Notes

Reaction equation

HRID 2290611 reaction equation
[N+:1]([C:4]1[N:5]([C:9]([CH2:11][CH2:12][OH:13])=[O:10])[CH:6]=[CH:7][N:8]=1)([O-:3])=[O:2].[P:14](Cl)([Cl:17])([Cl:16])=[O:15]>C1COCC1>[P:14]([Cl:17])([Cl:16])(=[O:15])[O:13][CH2:12][CH2:11][C:9]([N:5]1[CH:6]=[CH:7][N:8]=[C:4]1[N+:1]([O-:3])=[O:2])=[O:10]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 54468182HCID 54468182, compound

Product 1

HCID 54286513HCID 54286513, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3.0 mmol of 2-(2-nitro-1-imidazoyl)ethanol in 17 ml dry THF is added dropwise over 1 hr to 7.0 mmol phosphorus oxychloride in 5 ml THF at -7° to -2° C. with stirring. The suspension is stirred for another 75 min at 0° C., then allowed to reach room temperature and filtered. The residual powder is washed under a nitrogen flow with THF and the solvent and excess POCl3 removed from the filtrate in vacuo over 1 hr to yield 2-(2-nitro-1-imidazoyl)ethyl phosphorodichloridate as an oil.

Workup

  1. stirringThe suspension is stirred for another 75 min at 0° C.
  2. customto reach room temperature
  3. filtrationfiltered
  4. washThe residual powder is washed under a nitrogen flow with THF
  5. customthe solvent and excess POCl3 removed from the filtrate in vacuo over 1 hr

Sources & evidence

ORD record
ord-02b4b36191db497a84106ef91a82ecd7
Source dataset
uspto-grants-1986_10
Patent number
US04617398

Reaction notes

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