HCID 3042017, compound → HCID 18919358, compound

HRID 1290817Notes

Reaction equation

HRID 1290817 reaction equation
Cl[CH:2]=[CH:3][C:4](=O)[CH:5]([CH3:7])[CH3:6].[NH2:9][C:10]1[N:14]=[CH:13][NH:12][N:11]=1>C(O)(=O)C>[CH3:6][CH:5]([C:4]1[N:11]2[N:12]=[CH:13][N:14]=[C:10]2[N:9]=[CH:2][CH:3]=1)[CH3:7]

Participants

4

Reactant 2

HCID 3042017HCID 3042017, compoundHCID 178418311HCID 178418311, compound

Product 1

HCID 18919358HCID 18919358, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-chloro-4-methyl-1-penten-3-one (5.83 g), 3-amino-1,2,4-triazole (3.69 g) and glacial acetic acid was heated under reflux for 1 hour and 30 minutes. The reaction mixture was poured onto ice and extracted with dichloromethane. The organic layer was dried over magnesium sulphate and the solvent was evaporated to give a product which was recrystallised from petroleum ether (b.p. 100°-140° C.), to give 7-(1-methylethyl)-1,2,4-triazolo[1,5-a]pyrimidine. Yield 4.18 g.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour and 30 minutes
  3. additionThe reaction mixture was poured onto ice
  4. extractionextracted with dichloromethane
  5. dry with materialThe organic layer was dried over magnesium sulphate
  6. customthe solvent was evaporated
  7. customto give a product which
  8. customwas recrystallised from petroleum ether (b.p. 100°-140° C.)

Sources & evidence

ORD record
ord-541c752cc81f45f78e481d7a3e24db7a
Source dataset
uspto-grants-1998_05
Patent number
US05753665

Reaction notes

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