Sodium Hydroxide → HCID 9964564, compound

HRID 1352811Notes

Reaction equation

HRID 1352811 reaction equation
[OH:1][NH:2][C:3]([C:5]1[CH:6]=[C:7]([C:16]([O:18]CC)=[O:17])[CH:8]=[C:9]([C:11]([O:13]CC)=[O:12])[CH:10]=1)=[O:4].[OH-].[Na+]>CC(C)=O>[OH:1][NH:2][C:3]([C:5]1[CH:6]=[C:7]([C:16]([OH:18])=[O:17])[CH:8]=[C:9]([C:11]([OH:13])=[O:12])[CH:10]=1)=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12017545HCID 12017545, compound

Product 1

HCID 9964564HCID 9964564, compoundYield 42.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of diethyl 5-[(hydroxyamino)carbonyl]-1,3-benzenedicarboxylate (0.281 g, 1.0 mmol) in acetone (5 mL) was added 1.0 N NaOH (5 mL) at room temperature, and the mixture was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure and the residue was taken up with 1 N HCl (15 mL) to give white precipitate. This material was dried under vacuum to give 0.096 g of white solid: 1H NMR (D2O) δ 8.52 (s, 2H), 8.76 (s, 1H). Elemental analysis calculated for CH7NO6.H2O: C, 44.45; H, 3.73; N, 5.76. Found: C, 44.47; H, 3.78; N, 5.74.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto give white precipitate
  3. customThis material was dried under vacuum

Sources & evidence

ORD record
ord-6b5af1f571734850ac299a2b6d32fafc
Source dataset
uspto-grants-2007_05
Patent number
US07220780B2

Reaction notes

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