Phosphorus pentachloride → 2-Chloro-5-nitrobenzo[d]oxazole

HRID 1896767Notes

Reaction equation

HRID 1896767 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10](=S)[NH:9][C:8]=2[CH:13]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)[Cl:15]>P(Cl)(Cl)(Cl)=O>[Cl:15][C:10]1[O:11][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:13][C:8]=2[N:9]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 7862935-Nitrobenzo[D]Oxazole-2-Thiol

Product 1

HCID 103527232-Chloro-5-nitrobenzo[d]oxazole

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 5-nitrobenzo[d]oxazole-2(3H)-thione (2.52 g, 12.86 mmol) in phosphorous oxychloride (21 mL) was added phosphorous pentachloride (2.68 g, 12.86 mmol) in one portion. The mixture was then heated to 100° C. for 2.5 h. After cooling, the excess of phosphorous oxychloride was removed in vacuo and the resulting mixture was used crude without characterisation.

Workup

  1. temperatureAfter cooling
  2. customthe excess of phosphorous oxychloride was removed in vacuo

Sources & evidence

ORD record
ord-2a6c58f898884fdba67f882f2f956f54
Source dataset
uspto-grants-2013_08
Patent number
US08518980B2

Reaction notes

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