Water → HCID 10728384, compound
Reaction equation
[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]2[O:16][CH2:15][CH2:14][O:13]2)[N:7]=1.O>C1C=CC=CC=1.O.OO.[Ni]>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH:12]2[O:16][CH2:15][CH2:14][O:13]2)[N:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
10 g of nickel peroxide hydrate are added in 1 g portions over 20 hours to a solution of 1.33 g of 2-(4,5-dihydrothiazol-2-yl)-6-[1,3]dioxolan-2-yl-pyridine (5.62 mmol) in 50 ml of benzene maintained under reflux with removal of the water formed continuously. The insoluble matter is removed by filtration on celite and then the solvent is evaporated off. The title product is isolated by chromatography on a silica column (eluent: chloroform/ethyl acetate; 85:15). 0.42 g of a white solid is recovered.
Workup
- temperaturemaintained
- customformed continuously
- customThe insoluble matter is removed by filtration on celite
- customthe solvent is evaporated off
Sources & evidence
- ORD record
- ord-11bdf41f2436494abf22cb4bab359661
- Source dataset
- uspto-grants-2000_02
- Patent number
- US06020345
Reaction notes
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