2-Iodoxybenzoic acid → HCID 62501749, compound

HRID 2366189Notes

Reaction equation

HRID 2366189 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[S:10][CH:11]=[C:12]([CH2:14][OH:15])[N:13]=1.I(C1C=CC=CC=1C(O)=O)(=O)=O>CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[S:10][CH:11]=[C:12]([CH:14]=[O:15])[N:13]=1

Participants

4

Reactant 2

HCID 1087942-Iodoxybenzoic acidHCID 39347891HCID 39347891, compound

Product 1

HCID 62501749HCID 62501749, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

To a stirred solution of (2-(2-chloro-6-fluorophenyl)thiazol-4-yl)methanol (5.8 g, 24 mmol) in EtOAc (200 mL) at room temperature was added 2-iodoxybenzoic acid (12.5 g, 44.6 mmol). The resulting mixture was heated at 70° C. for 18 hours. After cooling to room temperature, the residual solid was removed via filtration and the filtrate was concentrated under reduced pressure to give the crude desired product as a white solid (5.4 g, 93% yield) which was used in the next step without further purification.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe residual solid was removed via filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bf8dfd389e81434c8fe3c0e4a7b4c9fa
Source dataset
uspto-grants-2014_04
Patent number
US08697708B2

Reaction notes

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