Phosphorus oxychloride → HCID 68003433, compound

HRID 2175621Notes

Reaction equation

HRID 2175621 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[N:8][CH:7]=[C:6]2O.P(Cl)(Cl)([Cl:18])=O>C(#N)C>[Cl:18][C:6]1[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([C:2]([F:15])([F:14])[F:1])[CH:4]=2)[N:9]=[N:8][CH:7]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178516803HCID 178516803, compound

Product 1

HCID 68003433HCID 68003433, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

Into a 100 mL round-bottom flask, was placed a solution of 6-(trifluoromethyl)cinnolin-4-ol (as prepared in the previous step, 1.8 g, 8.41 mmol, 1.00 equiv) in acetonitrile (30 mL) and phosphoryl trichloride (12.78 g, 84.08 mmol, 10.00 equiv). The reaction mixture was stirred for 2 h at 100° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was purified by chromatography over a silica gel column with ethyl acetate/petroleum ether (1:20-1:10). The title compound was obtained as a yellow solid.

Workup

  1. customInto a 100 mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. customThe residue was purified by chromatography over a silica gel column with ethyl acetate/petroleum ether (1:20-1:10)

Sources & evidence

ORD record
ord-ee46cf1f3509402cb532a10d70fd46b2
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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