N-Iodosuccinimide → HCID 66815465, compound

HRID 1526394Notes

Reaction equation

HRID 1526394 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[C:4]=1[C:10]#[N:11].[I:12]N1C(=O)CCC1=O>CN(C)C=O>[I:12][C:8]1[C:3]([O:2][CH3:1])=[C:4]([C:10]#[N:11])[C:5](=[O:9])[NH:6][CH:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 27867023-Pyridinecarbonitrile, 1,2-dihydro-4-methoxy-2-oxo-

Product 1

HCID 66815465HCID 66815465, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile (3.00 g) and N,N-dimethylformamide (70 mL) was added N-iodosuccinimide (5.84 g) at room temperature, and the mixture was stirred at 70° C. for 16 hr. The reaction mixture was cooled to room temperature, and the solvent was evaporated under reduced pressure. To the residue was added methanol, and the precipitate was collected by filtration to give the title compound (4.60 g).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. additionTo the residue was added methanol
  4. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-5d9e13bc3c1346328217e0492eb76dda
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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