Hydroxyamine hydrochloride → HCID 178526378, compound

HRID 1468807Notes

Reaction equation

HRID 1468807 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-d818f24cc40f4e15a5a832f87f779ba5
Source dataset
uspto-grants-2015_04
Patent number
US09006237B2

Reaction notes

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