Hydrochloric Acid → HCID 10668521, compound

HRID 1820271Notes

Reaction equation

HRID 1820271 reaction equation
C(ON=O)CC(C)C.[I:9][C:10]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[C:13]([I:21])[C:11]=1N.Cl>CN(C=O)C>[I:9][C:10]1[CH:16]=[C:15]([C:17]([F:20])([F:18])[F:19])[CH:14]=[C:13]([I:21])[CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8053Isoamyl NitriteHCID 106216472,6-diiodo-4-(trifluoromethyl)aniline

Product 1

HCID 10668521HCID 10668521, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of isopentylnitrite (365 mg, 3.12 mmol) in DMF (8 mL) at 65° C. was added 2,6-diiodo-4-(trifluoromethyl)aniline (685 mg, 1.66 mmol). The reaction was stirred overnight at rt then poured into 1 N HCl (10 mL) and extracted with methylene chloride. The organic layer was dried over sodium sulfate, filtered, concentrated and the residue was purified on silica (hexanes) to afford a pink solid.

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified on silica (hexanes)
  6. customto afford a pink solid

Sources & evidence

ORD record
ord-32f79ae81cfc47f7827985570f6155d9
Source dataset
uspto-grants-2009_10
Patent number
US07601844B2

Reaction notes

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