Sodium Hydroxide → HCID 11323027, compound

HRID 2230247Notes

Reaction equation

HRID 2230247 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]1[O:16][CH:15]=[N:14][C:13]=1[C:17]([O:19]CC)=[O:18].[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]1[O:16][CH:15]=[N:14][C:13]=1[C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9882509HCID 9882509, compound2×

Product 1

HCID 11323027HCID 11323027, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 50 ml of methanol were added 15.0 g (0.051 mol) of 5-(2-methoxy-4-nitrophenyl)-4-carboethoxyoxazole obtained in Example 1-(1) and 9.8 g (0.061 mol) of a 25% aqueous solution of sodium hydroxide, and the mixture was allowed to react at 40° C. for 4 hours. The reaction mixture was filtered to collect sodium 5-(2-methoxy-4-nitrophenyl)-4-oxazolecarboxylate as a wet cake, which was dissolved in 1000 ml of water and adjusted to pH 2 with 35% hydrochloric acid. The crystals thus precipitated were collected by filtration to obtain 12.2 g (0.046 mol, 90.2% based on the 5-(2-methoxy-4-nitrophenyl)-4-carboethoxyoxazole) of the title compound.

Workup

  1. customto react at 40° C. for 4 hours
  2. filtrationThe reaction mixture was filtered
  3. customto collect sodium 5-(2-methoxy-4-nitrophenyl)-4-oxazolecarboxylate as a wet cake, which
  4. dissolutionwas dissolved in 1000 ml of water
  5. customThe crystals thus precipitated
  6. filtrationwere collected by filtration
  7. customto obtain 12.2 g (0.046 mol, 90.2%

Sources & evidence

ORD record
ord-c93e8b0e5c564fd79f788585f798ab24
Source dataset
uspto-grants-2002_07
Patent number
US06423849B1

Reaction notes

Loading…