Sodium Hydroxide → HCID 58016045, compound

HRID 2189264Notes

Reaction equation

HRID 2189264 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[N+:10]([O-:12])=[O:11].Cl.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1.[OH-].[Na+]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH:7][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[CH:5][C:4]=1[N+:10]([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 123071Benzenamine, 4-methoxy-3-nitro-HCID 12262826Isonicotinoyl chloride hydrochloride

Product 1

HCID 58016045HCID 58016045, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-methoxy-3-nitroaniline (168 mg, 1 mmol) and Isonicotinoyl chloride hydrogen chloride (267 mg, 0.2 M in 1.5 mmol) in pyridine (1 mL) is sealed in a microwave reactor and heated at 100° C. under microwave radiation for 5 mins. Then 1N NaOH aqueous solution is added to the reaction mixture. After stirring at room temperature for several minutes, the mixture is filtered. The solid is washed with H2O and air dried to give 263 mg of the title compound as a yellow solid.

Workup

  1. customis sealed in a microwave reactor
  2. filtrationthe mixture is filtered
  3. washThe solid is washed with H2O and air
  4. customdried

Sources & evidence

ORD record
ord-ec16c37a6989403ea9ce85b47613b212
Source dataset
uspto-grants-2012_12
Patent number
US08324225B2

Reaction notes

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