1,4-Dioxane → HCID 178456196, compound

HRID 2217218Notes

Reaction equation

HRID 2217218 reaction equation
[NH2:1][C:2]1[C:3]([C:19]#[N:20])=[N:4][C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH:16]([CH3:18])[CH3:17])[CH:10]=2)=[CH:6][N+:7]=1[O-:8].[O:21]1CCOCC1>Br>[NH2:1][C:2]1[C:3]([C:19]([NH2:20])=[O:21])=[N:4][C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH:16]([CH3:18])[CH3:17])[CH:10]=2)=[CH:6][N+:7]=1[O-:8]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 178456195HCID 178456195, compound

Product 1

HCID 178456196HCID 178456196, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

3-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarbonitrile 4-oxide (9 g) was dissolved in 25% hydrogen bromide solution of ACOH (90 ml) at 20-25° C. The reaction mixture was stirred for 2 hours at ambient temperature. To the reaction mixture was added dioxane (180 ml). The suspension was stirred for 2 hours at ambient temperature. The precipitate was collected by filtration and washed with dioxane, and dried in the air at ambient temperature. The above powder was suspended in water (90 ml). The pH of the suspension was adjusted to 8-8.5 with 1N NaOH (70 ml). The suspension was stirred at ambient temperature. The precipitate was collected by filtration and washed with water, and dried in vacuo at 50° C., to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarboxamide 4-oxide (8.80 g).

Workup

  1. stirringThe suspension was stirred for 2 hours at ambient temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with dioxane
  4. customdried in the air at ambient temperature
  5. stirringThe suspension was stirred at ambient temperature
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with water
  8. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-ce6959a9e9c949b48858873d2350bbc4
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

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