Pyridine → HCID 178513398, compound

HRID 538614Notes

Reaction equation

HRID 538614 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]#[N:7].Cl.[NH2:9][OH:10].N1C=CC=CC=1>CCO>[OH:10][NH:9][C:6]([C:2]1[S:1][CH:5]=[CH:4][N:3]=1)=[NH:7]

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 151114801,3-Thiazole-2-carbonitrile

Product 1

HCID 178513398HCID 178513398, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of thiazole-2-carbonitrile (0.42 g, 3.80 mmol) in EtOH (20 mL) was added hydroxylamine hydrochloride (0.53 g, 7.60 mmol) and pyridine (0.27 g, 3.40 mmol). The resulting reaction mixture was refluxed for 15 h. After the completion of the reaction (TLC monitoring), the mixture was concentrated, added EtOH and filtered. The filtrate was evaporated under reduced pressure and used as such for the next step (crude yield 0.50 g, 91% crude yield).

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for 15 h
  3. customAfter the completion of the reaction (TLC monitoring)
  4. concentrationthe mixture was concentrated
  5. additionadded EtOH
  6. filtrationfiltered
  7. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f2dcefd73d694c74a8c3d79e280ba053
Source dataset
uspto-grants-2014_10
Patent number
US08865736B2

Reaction notes

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