Sodium Hydroxide → HCID 57888960, compound

HRID 1016218Notes

Reaction equation

HRID 1016218 reaction equation
[NH2:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O:9]CC)=[O:8])[N:6]=1.[OH-].[Na+:13]>C1COCC1.CO>[NH2:1][C:2]1[O:3][CH:4]=[C:5]([C:7]([O-:9])=[O:8])[N:6]=1.[Na+:13]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 319549Ethyl 2-amino-1,3-oxazole-4-carboxylate

Product 1

HCID 57888960HCID 57888960, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-aminooxazole-4-carboxylate (1.56 g, 9.99 mmol) in THF (4 mL) and MeOH (4 mL), was added sodium hydroxide (8.0 g, 20 mmol, 10%) aq solution. The reaction was stirred at rt for 18 h then quenched with 4N HCl to pH=3. The aqueous solution was concentrated to give a yellow solid as a mixed acid and salts. The mixture was washed with EtOAc and MeOH, and the filtrate was collected and concentrated to give sodium 2-aminooxazole-4-carboxylate as a yellow solid.

Workup

  1. customthen quenched with 4N HCl to pH=3
  2. concentrationThe aqueous solution was concentrated
  3. customto give a yellow solid as a mixed acid and salts
  4. washThe mixture was washed with EtOAc and MeOH
  5. customthe filtrate was collected
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7076f1f51095414ab9a681bd19f52990
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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