Hydroxyamine hydrochloride → HCID 136331256, compound

HRID 875231Notes

Reaction equation

HRID 875231 reaction equation
[CH3:1][C:2]1[C:3]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=[N:4][C:5]([CH3:8])=[CH:6][N:7]=1.Cl.[NH2:18][OH:19]>N1C=CC=CC=1>[CH3:1][C:2]1[C:3]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:18][OH:19])=[N:4][C:5]([CH3:8])=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 66887395HCID 66887395, compound

Product 1

HCID 136331256HCID 136331256, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of (3,6-dimethylpyrazin-2-yl)(phenyl)methanone (3.02 g, 14.2 mmol) and hydroxylamine hydrochloride (2.47 g, 35.5 mmol) in pyridine (50 mL) was stirred 7 h at 70° C. After removal of the solvent in vacuo, addition of water (100 mL) and extraction with ethyl acetate (2×100 mL), the combined organic layers were washed with water (100 mL), dried over MgSO4 and concentrated in vacuo to afford 1-(3,6-dimethylpyrazin-2-yl)-N-hydroxy-1-phenylmethanimine as an orange honey [3.39 g, yield 99%; HPLC/MS: m/z=228 (M+H); log P(HCOOH)=1.70].

Workup

  1. customAfter removal of the solvent
  2. additionin vacuo, addition of water (100 mL) and extraction with ethyl acetate (2×100 mL)
  3. washthe combined organic layers were washed with water (100 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3e17b52e2fe74e3a825dad552c82832b
Source dataset
uspto-grants-2015_03
Patent number
US08981111B2

Reaction notes

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