1,4-Dimethyl 2-oxobutanedioate → HCID 178498583, compound

HRID 1755906Notes

Reaction equation

HRID 1755906 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH3:7])[NH:4][N:3]=1.O=[C:9]([CH2:14][C:15](OC)=[O:16])[C:10]([O:12][CH3:13])=[O:11]>C(O)(=O)C>[OH:16][C:15]1[N:3]2[N:4]=[C:5]([CH3:7])[N:6]=[C:2]2[N:1]=[C:9]([C:10]([O:12][CH3:13])=[O:11])[CH:14]=1

Participants

4

Reactant 2

HCID 2304071,4-Dimethyl 2-oxobutanedioateHCID 2346103-Amino-5-methyl-4H-1,2,4-triazole

Product 1

HCID 178498583HCID 178498583, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Amino-5-methyl-1H-s-triazole (112 mg) and 320 mg of dimethyl 2-oxo-succinate are dissolved in 5 ml of glacial acetic acid. After boiling under reflux for 22 hours the solvent is distilled off in a vacuum. The residue is suspended in warm methanol. After cooling the product is filtered off and washed several times with methanol. After drying in a high vacuum there are obtained 73 mg of methyl 7-hydroxy-2-methyl-s-triazolo[1,5-a]pyrimidine-5-carboxylate as a beige powder, m.p.>220° C.

Workup

  1. temperatureunder reflux for 22 hours the solvent
  2. distillationis distilled off in a vacuum
  3. temperatureAfter cooling the product
  4. filtrationis filtered off
  5. washwashed several times with methanol
  6. customAfter drying in a high vacuum

Sources & evidence

ORD record
ord-462c67e82b854504a170aa474b32d2a9
Source dataset
uspto-grants-1995_08
Patent number
US05438052

Reaction notes

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