Water → HCID 178513306, compound

HRID 1097699Notes

Reaction equation

HRID 1097699 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[N:8].C(=O)([O-])[O-].[K+].[K+].[OH2:15].Cl.[NH2:17]O>CCO>[OH:15][NH:8][C:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)=[NH:17]

Participants

6

Reactant 4

HCID 962WaterHCID 7522Pyridine-2-carbonitrileHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178513306HCID 178513306, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 2-pyridinecarbonitrile (3 g, 29 mmol) and potassium carbonate (4.1 g, 30 mmol) in EtOH (30 ml) was added water (15 ml) and, cautiously, hydroxylamine hydrochloride (2.9 g, 42 mmol) and then heated at reflux for 6 h, cooled and evaporated to dryness. The residue was treated with water (100 ml) and the suspended solid product filtered off, washed with water and dried to yield the title compound as a white solid (2.28 g, 57%).

Workup

  1. temperatureat reflux for 6 h
  2. temperaturecooled
  3. customevaporated to dryness
  4. additionThe residue was treated with water (100 ml)
  5. filtrationthe suspended solid product filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a94e094ee67548509da3f39dbe15a321
Source dataset
uspto-grants-2012_03
Patent number
US08143264B2

Reaction notes

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