2-Mercaptobenzoic Acid → HCID 68691641, compound

HRID 2246715Notes

Reaction equation

HRID 2246715 reaction equation
C(O)(=O)C1C(=CC=CC=1)S.ClC1C=CC(S[C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][C:26]=3[NH:28][S:29]([CH3:32])(=[O:31])=[O:30])[N:21]([CH2:33][C:34]([OH:36])=[O:35])[C:20]=2[CH3:37])=CC=1>C(O)(C(F)(F)F)=O>[CH3:37][C:20]1[N:21]([CH2:33][C:34]([OH:36])=[O:35])[C:22]2[C:27]([CH:19]=1)=[C:26]([NH:28][S:29]([CH3:32])(=[O:31])=[O:30])[CH:25]=[CH:24][CH:23]=2

Participants

4

Reactant 2

HCID 54432-Mercaptobenzoic AcidHCID 11154496HCID 11154496, compound

Product 1

HCID 68691641HCID 68691641, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Thiosalicylic acid (0.35 g) was added to a solution of the product from Example 2 part (i) (0.47 g) in TFA (10 ml). The mixture was stirred at room temperature for 1 hour and then heated at 60° C. for 4 hours. The TFA was evaporated and the residue dissolved in EtOAc. The organics were washed with aqueous sodium bicarbonate and brine, died (MgSO4) and evaporated. The residue was purified using chromatography (50% EtOAc/hexane as eluent) to give the sub-title compound (0.16 g).

Workup

  1. temperatureheated at 60° C. for 4 hours
  2. customThe TFA was evaporated
  3. dissolutionthe residue dissolved in EtOAc
  4. washThe organics were washed with aqueous sodium bicarbonate and brine
  5. customevaporated
  6. customThe residue was purified

Sources & evidence

ORD record
ord-82f0156b87ee4329ba292fce4f93dbe5
Source dataset
uspto-grants-2010_03
Patent number
US07687535B2

Reaction notes

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