Formamide → Ethyl 4-methyloxazole-5-carboxylate

HRID 1107695Notes

Reaction equation

HRID 1107695 reaction equation
[CH2:1]([O:3][C:4](=[O:10])[CH:5](Cl)[C:6]([CH3:8])=O)[CH3:2].[CH:11]([NH2:13])=[O:12].C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:3][C:4]([C:5]1[O:12][CH:11]=[N:13][C:6]=1[CH3:8])=[O:10])[CH3:2]

Participants

4

Reactant 3

HCID 713FormamideHCID 11430Potassium CarbonateHCID 11858Ethyl 2-chloroacetoacetate

Product 1

HCID 88558Ethyl 4-methyloxazole-5-carboxylateYield 39.8%

Conditions

Temperature
120 °C

Procedure

To ethyl-2-chloroacetoacetate(5.6 g) was added formamide(4.6 g). The reaction mixture was stirred at 120° C. for 12 hours, cooled to 0° C. and aqueous potassium carbonate was added thereto. The mixture was extracted with benzene, dried with anhydrous magnesium sulfate, and concentrated in vacuo to obtain the target product(2.1 g).

Workup

  1. temperaturecooled to 0° C.
  2. extractionThe mixture was extracted with benzene
  3. dry with materialdried with anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5df6a61042a447b080cb08964bf943f0
Source dataset
uspto-grants-2000_05
Patent number
US06063778

Reaction notes

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