Pyridine → HCID 178513398, compound
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
Product 1
Reagents, catalysts & solvents 1
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
- customThe resulting reaction mixture
- temperaturewas refluxed for 15 h
- customAfter the completion of the reaction (TLC monitoring)
- concentrationthe mixture was concentrated
- additionadded EtOH
- filtrationfiltered
- customThe filtrate was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-63ec482705834b99896606e1a36b4a4f
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088791B2
Reaction notes
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