Isoamyl Nitrite → HCID 178423995, compound

HRID 732978Notes

Reaction equation

HRID 732978 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[N:12]=[C:11]([NH2:13])[N:10]=[C:9]([NH2:14])[C:8]=2[NH2:15])=[CH:4][CH:3]=1.[N:16](OCCC(C)C)=O>O1CCOCC1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[C:8]3[NH:15][N:16]=[N:14][C:9]=3[N:10]=[C:11]([NH2:13])[N:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 218746796-(5-Methyl-2-furyl)pyrimidine-2,4,5-triamine

Product 1

HCID 178423995HCID 178423995, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 6-(5-methyl-2-furyl)pyrimidine-2,4,5-triamine (5.8 g, 30.1 mmol) in dioxane (116 mL) was treated with isoamyl nitrite (4.1 mL, 30.5 mmol), heated at 80° C. for 3.5 h, cooled to room temperature and the resulting precipitate was filtered, washed with dioxane (10 mL) and heptane (2×15 mL) then triturated with heptane and filtered to give the title compound (4.7 g, 77%) as a sandy solid.

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with dioxane (10 mL) and heptane (2×15 mL)
  4. customthen triturated with heptane
  5. filtrationfiltered

Sources & evidence

ORD record
ord-8dfdd891414f460db2d261043ec06343
Source dataset
uspto-grants-2009_09
Patent number
US07589097B2

Reaction notes

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