Hydroxylamine → HCID 178485587, compound

HRID 646743Notes

Reaction equation

HRID 646743 reaction equation
[NH2:1][C:2]1[C:3]([C:10]([NH:12][CH3:13])=[O:11])=[N:4][C:5]([C:8]#[N:9])=[CH:6][N:7]=1.[NH2:14][OH:15]>C(O)C.O>[NH2:1][C:2]1[C:3]([C:10]([NH:12][CH3:13])=[O:11])=[N:4][C:5]([C:8]([NH:14][OH:15])=[NH:9])=[CH:6][N:7]=1

Participants

5

Reactant 2

HCID 787HydroxylamineHCID 68650730HCID 68650730, compound

Product 1

HCID 178485587HCID 178485587, compoundYield 67.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3-Amino-6-cyano-N-methylpyrazine-2-carboxamide (839 mg, 4.7 mmol) was suspended in ethanol (25 mL) followed by addition of 50% aqueous hydroxylamine (2 mL, 31.3 mmol) and the mixture was stirred at room temperature for one hour. The suspension obtained was diluted with water (2 5mL) and the insoluble solid collected by filtration and washed with water. The solid was dried in vacuo to give 3-amino-6-[(hydroxyamino)(imino)methyl]-N-methylpyrazine-2-carboxamide (664 mg, 67% yield) as a white solid: MS (EI) for C7H10N6O2: 211 (MH+).

Workup

  1. customThe suspension obtained
  2. filtrationthe insoluble solid collected by filtration
  3. washwashed with water
  4. customThe solid was dried in vacuo

Sources & evidence

ORD record
ord-fdbb0ae1af0c45568d151358b6ea384d
Source dataset
uspto-grants-2010_04
Patent number
US07704995B2

Reaction notes

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