Ethyl isonicotinate → HCID 22388182, compound

HRID 1072778Notes

Reaction equation

HRID 1072778 reaction equation
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[N+:12]([C:15]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=1[O:24]N)([O-:14])=[O:13]>O1CCCC1>[N+:12]([C:15]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=1[OH:24])([O-:14])=[O:13].[NH2:12][N:5]1[CH:6]=[CH:7][C:2]([C:1]([O:9][CH2:10][CH3:11])=[O:8])=[CH:3][CH2:4]1

Participants

4

Reactant 2

HCID 15291Ethyl isonicotinateHCID 87140O-(2,4-dinitrophenyl)hydroxylamine

Product 1

HCID 22388182HCID 22388182, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl isonicotinate (10.0 g) was dissolved in tetrahydrofuran (100 ml), and O-(2,4-dinitrophenyl)hydroxylamine (11.9 g) was added at room temperature, which was followed by refluxing under heating for 2 hr. The solvent was evaporated under reduced pressure, and the obtained residue was washed with diethyl ether and ethyl acetate to give the objective compound (10.5 g) as an amber-colored powder.

Workup

  1. temperatureby refluxing
  2. temperatureunder heating for 2 hr
  3. customThe solvent was evaporated under reduced pressure
  4. washthe obtained residue was washed with diethyl ether and ethyl acetate

Sources & evidence

ORD record
ord-ab1e8278c8564479bcb4bb7c07d7928c
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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