Phosphorus oxychloride → HCID 21831324, compound

HRID 977619Notes

Reaction equation

HRID 977619 reaction equation
[F:1][CH2:2][C:3]1([CH2:17][F:18])[NH:8][C:7](=O)[C:6]2[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=[CH:13][C:5]=2[O:4]1.P(Cl)(Cl)(Cl)(Cl)[Cl:20].P(Cl)(Cl)(Cl)=O>>[Cl:20][C:7]1[C:6]2[CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[CH:12]=[CH:13][C:5]=2[O:4][C:3]([CH2:17][F:18])([CH2:2][F:1])[N:8]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 21831293HCID 21831293, compound

Product 1

HCID 21831324HCID 21831324, compoundYield 103.7%

Procedure

A mixture of 0.09 g of 2,2-bisfluoromethyl-3,4-dihydro-6-nitro-2H-1,3-benzoxazin-4-one, 0.18 g of phosphorus pentachloride and 1 ml of phosphorus oxychloride was stirred at room temperature for 20 minutes and the mixture was stirred at 40°-60° C. for 3 hours. The solvent was distilled off and the resultant residue was purified using silica gel column chromatography (developing solution, CH2Cl2) to obtain 0.10 g of 4-chloro-2,2-bisfluoromethyl-6-nitro-2H-1,3-benzoxazine represented by the following formula having a melting point of 75°-77° C.

Workup

  1. stirringthe mixture was stirred at 40°-60° C. for 3 hours
  2. distillationThe solvent was distilled off
  3. customthe resultant residue was purified

Sources & evidence

ORD record
ord-e9ccb48c734e434d9a0ae11585ea5aeb
Source dataset
uspto-grants-1997_03
Patent number
US05614633

Reaction notes

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