Hydroxyamine hydrochloride → HCID 178526378, compound

HRID 1093957Notes

Reaction equation

HRID 1093957 reaction equation
[Br:1][C:2]1[C:3]([N:9]=[CH:10][N:11](C)C)=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.Cl.N[OH:16]>CO>[Br:1][C:2]1[C:3]([NH:9][CH:10]=[N:11][OH:16])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 57589986N'-(3,6-dibromopyrazin-2-yl)-n,n-dimethyl-formamidine

Product 1

HCID 178526378HCID 178526378, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N′-(3,6-dibromo-pyrazin-2-yl)-N,N-dimethylformamidine (18.6 g, 60.80 mmol) in methanol (200 mL) is added hydroxylamine hydrochloride (5.91 g, 85.12 mmol) in one portion. The reaction is stirred at room temperature for 16 hours. The solvent is evaporated and the solid residue is treated with cold (ice cooling) water and collected by filtration. The precipitate is washed twice with water and petroleum ether and dried in vacuo yielding the title compound. 1H -NMR (400 MHz, d6-DMSO) δ(ppm) 7.82 (br s, 1H), 8.21 (s, 1H), 8.34 (m, 1H), 11.17 (br s, 1H). LCMS: Rt 3.17 min (98.7%), m/z (APCI) 295 (M+H)+.

Workup

  1. customThe solvent is evaporated
  2. additionthe solid residue is treated with cold (ice cooling) water
  3. filtrationcollected by filtration
  4. washThe precipitate is washed twice with water and petroleum ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-4a3d725fd10a4261acb6851b88f1d112
Source dataset
uspto-grants-2012_03
Patent number
US08133895B2

Reaction notes

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