Formamidine acetate → HCID 178518231, compound

HRID 869485Notes

Reaction equation

HRID 869485 reaction equation
[NH2:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[C:7]([O:9]CC)=O.C(O)(=O)C.[CH:16](N)=[NH:17]>CCO>[CH:5]1[N:4]=[C:3]2[C:7]([N:17]=[CH:16][NH:1][N:2]2[CH:6]=1)=[O:9]

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 58332105ethyl 1-amino-1H-imidazole-2-carboxylate

Product 1

HCID 178518231HCID 178518231, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 1-amino-1H-imidazole-2-carboxylate (800 mg, 5.16 mmol, 1.0 eq) and formamidine acetate (2.68 g, 25.78 mmol, 5.0 eq) in EtOH (100 mL) was stirred at reflux overnight. The resulting mixture was cooled to RT. The solid was collected by filtration, rinsed with EtOH (3×2 mL) and petroleum ether (2 mL×3), and then dried in vacuo to afford imidazo[1,2-f][1,2,4]triazin-4-ol (400 mg, 50.2% yield).

Workup

  1. temperatureat reflux overnight
  2. filtrationThe solid was collected by filtration
  3. washrinsed with EtOH (3×2 mL) and petroleum ether (2 mL×3)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-2b8f0d45791742e6a0fb29c9443ca3aa
Source dataset
uspto-grants-2015_03
Patent number
US08969363B2

Reaction notes

Loading…