Ethyl 4-acetoxyacetoacetate → HCID 178499056, compound

HRID 1755900Notes

Reaction equation

HRID 1755900 reaction equation
[NH2:1][C:2]1[NH:3][C:4]([C:7]([O:9][CH3:10])=[O:8])=[N:5][N:6]=1.[C:11]([O:14][CH2:15][C:16](=O)[CH2:17][C:18](OCC)=[O:19])(=[O:13])[CH3:12]>>[C:11]([O:14][CH2:15][C:16]1[NH:1][C:2]2[N:6]([N:5]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[N:3]=2)[C:18](=[O:19])[CH:17]=1)(=[O:13])[CH3:12]

Participants

3

Reactant 2

HCID 11480907Ethyl 4-acetoxyacetoacetateHCID 178499168HCID 178499168, compound

Product 1

HCID 178499056HCID 178499056, compoundYield 82.6%

Procedure

A mixture of 71 mg (0.5 mmol) of methyl 5-amino-4H-s-triazole-3-carboxylate and 188 mg of ethyl 4-acetoxy-3-oxo-butyrate is held at about 160° C. for 40 minutes. After cooling the product is crystallized and recrystallized from methanol. There are obtained 110 mg of methyl 5-(acetoxymethyl)-4,7-dihydro-7-oxo-s-triazolo[1,5-a]pyrimidine-2-carboxylate as beige crystals of melting point 223° C. (dec.).

Workup

  1. temperatureAfter cooling the product
  2. customis crystallized
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-2d9340b4da07429d9cb97ca6ee2ccfa9
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

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