Formamidine acetate → HCID 178518231, compound

HRID 1910866Notes

Reaction equation

HRID 1910866 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, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 1-amino-1H-imidazole-2-carboxylate (C-4) (800 mg, 5.16 mmol, 1.0 eq) and formamidine acetate (2.68 g, 25.78 mmol, 5.0 eq) in EtOH (100 mL) is stirred at reflux overnight. The resulting mixture is cooled to RT. The solid is collected by filtration, rinsed with EtOH (3×2 mL) and petroleum ether (2 mL×3), and then dried in vacuo to afford the product, imidazo[1,2-f][1,2,4]triazin-4-ol (C-5).

Workup

  1. temperatureat reflux overnight
  2. filtrationThe solid is 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-1dae880d81a544f488751c7688749de1
Source dataset
uspto-grants-2013_12
Patent number
US08604032B2

Reaction notes

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