Acetic Acid → HCID 57742168, compound

HRID 1626900Notes

Reaction equation

HRID 1626900 reaction equation
C([O:3][C:4](=[O:21])[CH:5]([C:7]1[CH:20]=[CH:19][C:10]2[N:11]=[C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[S:13][C:9]=2[CH:8]=1)[CH3:6])C.[OH-].[Na+].C(O)(=O)C>C1COCC1.O>[CH3:18][S:15]([NH:14][C:12]1[S:13][C:9]2[CH:8]=[C:7]([CH:5]([CH3:6])[C:4]([OH:21])=[O:3])[CH:20]=[CH:19][C:10]=2[N:11]=1)(=[O:16])=[O:17]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 577421492-(2-Methanesulfonylamino-benzothiazole-6-yl)-propionic acid ethyl ester

Product 1

HCID 57742168HCID 57742168, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5 (156 mg, 1 mmol) in THF (10 ml) and H2O (10 ml) is stirred at room temperature. Sodium hydroxide (50 mg, 2.5 mmol) is added to the mixture. The reaction mixture is stirred for 15 h at room temperature. The reaction mixture is acidified to pH 3-4 with acetic acid. Water is added to the mixture and extracted with dichloromethane. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo. Yield: quantitative.

Workup

  1. stirringThe reaction mixture is stirred for 15 h at room temperature
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-aa4472e8675040c99a3a6265becef1cb
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

Loading…