Hydroxyamine hydrochloride → HCID 136377319, compound

HRID 386104Notes

Reaction equation

HRID 386104 reaction equation
Cl.[NH2:2][OH:3].[Cl:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH:11]=O)[N:6]=1.C([O-])(=O)C.[Na+]>C(O)C>[Cl:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([CH:11]=[N:2][OH:3])[N:6]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 513419564-Chloropyrimidine-2-carbaldehyde

Product 1

HCID 136377319HCID 136377319, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (244 mg, 3.51 mmol), 4-chloropyrimidine-2-carboxaldehyde (500 mg, 3.51 mmol), and sodium acetate (288 mg, 3.51 mmol) were dissolved in dry ethanol (17.5 mL) and transferred to a flame-dried round bottom flask. The reaction was allowed to stir at room temperature for 20 minutes. It was then concentrated under reduced pressure, redissolved in ethyl acetate, and washed with water. The aqueous layer was extracted with ethyl acetate two times. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to yield the title compound.

Workup

  1. customtransferred to a flame-dried round bottom flask
  2. concentrationIt was then concentrated under reduced pressure
  3. dissolutionredissolved in ethyl acetate
  4. washwashed with water
  5. extractionThe aqueous layer was extracted with ethyl acetate two times
  6. dry with materialThe combined organic layers were dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1c8d6444cbcf4c3498d32d1ded4aef08
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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