Lithium Hydroxide → HCID 86593086, compound

HRID 131985Notes

Reaction equation

HRID 131985 reaction equation
C([O:3][C:4](=[O:19])[C:5]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[N:12]=1)=[O:6])C.[OH-].[Li+]>C1COCC1>[CH2:17]([O:16][C:14]([CH2:13][C:11]1[N:12]=[C:8]([NH:7][C:5](=[O:6])[C:4]([OH:19])=[O:3])[S:9][CH:10]=1)=[O:15])[CH3:18]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 2205903HCID 2205903, compound

Product 1

HCID 86593086HCID 86593086, compoundYield 33.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To N-(4-ethoxycarbonylmethyl-thiazol-2-yl)-oxalamic acid ethyl ester (1 g) was added THF (5 mL) and 2 N lithium hydroxide (4 mL). A white precipitated formed and after 1 h the reaction mixture was acidified to pH5 and the white precipitate recovered by filtration, and triturated with a 1:1 mixture of ether and ethyl acetate to remove unreacted starting material. The solid residue was dried in a vacuum oven to give N-(4-ethoxycarbonylmethyl-thiazol-2-yl)-oxalamic acid (300 mg).

Workup

  1. customA white precipitated
  2. customformed and after 1 h the reaction mixture
  3. filtrationthe white precipitate recovered by filtration
  4. customtriturated with a 1:1 mixture of ether and ethyl acetate
  5. customto remove unreacted
  6. customThe solid residue was dried in a vacuum oven

Sources & evidence

ORD record
ord-c680fafb84fc49b7b0ea42d6104f2ac7
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Reaction notes

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