Acetic Acid → HCID 178480107, compound

HRID 2217224Notes

Reaction equation

HRID 2217224 reaction equation
[NH2:1][C:2]1[C:3]([C:17]#[N:18])=[N:4][C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH3:16])[CH:10]=2)=[CH:6][N+:7]=1[O-:8].Br.CC(O)=[O:22].[OH-].[Na+]>O>[NH2:1][C:2]1[C:3]([C:17]([NH2:18])=[O:22])=[N:4][C:5]([C:9]2[CH:14]=[CH:13][C:12](=[O:15])[N:11]([CH3:16])[CH:10]=2)=[CH:6][N+:7]=1[O-:8]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 178480106HCID 178480106, compound

Product 1

HCID 178480107HCID 178480107, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-Amino-6-(1-methyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarbonitrile 4-oxide (97 g) was added to 25% hydrogen bromide solution of AcOH (700 ml) at 25-30° C. The mixture was stirred for 2 hours at ambient temperature. To the mixture was added 12% aq. NaOH (2100 ml) and water (1000 ml). The mixture was stirred overnight at the refrigerator. The resultant precipitated crystals were collected by filtration, and washed with water, and dried in vacuo, to give 3-amino-6-(1-methyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarboxamide 4-oxide as powder (52 g).

Workup

  1. stirringThe mixture was stirred overnight at the refrigerator
  2. customThe resultant precipitated crystals
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-634f7c199a0c481f8aba4d430788e6ed
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

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