Hydrochloric Acid → 2-{4-[2-(6-[(Methoxyimino)(phenyl)methyl]-2-oxo-1,3-benzothiazol-3(2H)-yl)ethoxy]phenoxy}-2-methylpropanoic acid

HRID 1790266Notes

Reaction equation

HRID 1790266 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:5]1[CH:32]=[CH:31][C:8]2[N:9]([CH2:13][CH2:14][O:15][C:16]3[CH:30]=[CH:29][C:19]([O:20][C:21]([CH3:28])([CH3:27])[C:22]([O:24]CC)=[O:23])=[CH:18][CH:17]=3)[C:10](=[O:12])[S:11][C:7]=2[CH:6]=1.[OH-].[K+].Cl>C(O)C>[CH3:1][O:2][N:3]=[C:4]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:5]1[CH:32]=[CH:31][C:8]2[N:9]([CH2:13][CH2:14][O:15][C:16]3[CH:30]=[CH:29][C:19]([O:20][C:21]([CH3:28])([CH3:27])[C:22]([OH:24])=[O:23])=[CH:18][CH:17]=3)[C:10](=[O:12])[S:11][C:7]=2[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 86596385HCID 86596385, compound

Product 1

HCID 734149732-{4-[2-(6-[(Methoxyimino)(phenyl)methyl]-2-oxo-1,3-benzothiazol-3(2H)-yl)ethoxy]phenoxy}-2-methylpropanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of the compound obtained in Step B of Example 31 (0.8 g) in 5 ml of ethanol 95° there is added potassium hydroxide (100 mg) dissolved in 1 ml of ethanol 95° The reaction mixture is heated at reflux overnight. After cooling to ambient temperature, the solution is acidified using 1N HCl. The precipitate obtained is then filtered and purified on a reverse phase, RP18, eluant MeOH/H2O 6/4, to yield the title compound in the form of a white powder.

Workup

  1. temperatureis heated
  2. temperatureat reflux overnight
  3. customThe precipitate obtained
  4. filtrationis then filtered
  5. custompurified on a reverse phase, RP18, eluant MeOH/H2O 6/4

Sources & evidence

ORD record
ord-264340a5610d49d1950476b864cc05dc
Source dataset
uspto-grants-2006_07
Patent number
US07071221B2

Reaction notes

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