Sodium Carbonate → Ethyl 5-amino-2-ethyl-1,3-oxazole-4-carboxylate

HRID 1702181Notes

Reaction equation

HRID 1702181 reaction equation
Cl.[CH2:2]([C:4]1[O:5][C:6]([NH2:14])=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:8]=1)[CH3:3].C(=O)(O)[O-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH2:2]([C:4]1[O:5][C:6]([NH2:14])=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:8]=1)[CH3:3]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 516892Sodium BicarbonateHCID 20504333HCID 20504333, compound

Product 1

HCID 15582693Ethyl 5-amino-2-ethyl-1,3-oxazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 9.9 g. 2-ethyl-4-carbethoxy-5-aminooxazole hydrochloride was added 90 ml. dichloromethane and 30 ml. saturated sodium bicarbonate solution. Sodium carbonate was then added to the solution until the pH was approximately 9. The aqueous layer was extracted with CH2Cl2, dried over anhydrous magnesium sulfate, and concentrated. The solid was recrystallized from ethanol to yield 5.8 g. The structure was verified by NMR.

Workup

  1. extractionThe aqueous layer was extracted with CH2Cl2
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customThe solid was recrystallized from ethanol
  5. customto yield 5.8 g

Sources & evidence

ORD record
ord-8bf60095e6ed40be9ca117b29d7f7221
Source dataset
uspto-grants-1983_04
Patent number
US04380641

Reaction notes

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