Hydrochloric Acid → HCID 24757167, compound

HRID 1510301Notes

Reaction equation

HRID 1510301 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][C:6]1[N:7]=[C:8]([NH:11][C:12](=[O:25])[C:13]2[CH:18]=[C:17]([O:19][CH2:20][CH3:21])[CH:16]=[C:15]([O:22][CH2:23][CH3:24])[CH:14]=2)[S:9][CH:10]=1)C.[Li+].[OH-].Cl>O1CCCC1>[CH2:20]([O:19][C:17]1[CH:18]=[C:13]([CH:14]=[C:15]([O:22][CH2:23][CH3:24])[CH:16]=1)[C:12]([NH:11][C:8]1[S:9][CH:10]=[C:6]([CH2:5][C:4]([OH:26])=[O:3])[N:7]=1)=[O:25])[CH3:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 17751106HCID 17751106, compound

Product 1

HCID 24757167HCID 24757167, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of [2-(3,5-diethoxy-benzoylamino)-thiazol-4-yl]acetic acid ethyl ester (38 mg, 0.1 mmol) in tetrahydrofuran (2 mL) was added 2 N aqueous LiOH (2 mL) and the contents were stirred for 2 h. Then acidified with conc HCl and extracted with ethyl acetate. The extracts were dried (Na2SO4) and concentrated to afford colorless 3,5-diethoxy-N-(4-carboxymethyl-thiazol-2-yl)-benzamide (30 mg, 90%).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extracts were dried (Na2SO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4733a6060e8c4ee594858ac1c6c4d880
Source dataset
uspto-grants-2012_07
Patent number
US08211925B2

Reaction notes

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