Anthranilamide → HCID 47124144, compound

HRID 729540Notes

Reaction equation

HRID 729540 reaction equation
[C:1]([NH2:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[Cl:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][N:20]=1)[C:15](Cl)=[O:16]>C1COCC1>[C:1]([C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:15](=[O:16])[C:14]1[CH:18]=[CH:19][N:20]=[C:12]([Cl:11])[CH:13]=1)(=[O:9])[NH2:10]

Participants

4

Reactant 2

HCID 6942AnthranilamideHCID 28000032-Chloropyridine-4-carbonyl chloride

Product 1

HCID 47124144HCID 47124144, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of anthranilamide (2.36 g, 17.33 mmol) in 100 mL of THF at RT was added 2-chloroisonicotinoyl chloride (3.35 g, 19.04 mmol). A precipitate appeared and the reaction was heated to reflux overnight. The reaction was cooled to RT and concentrated. The precipitate was filtered and washed with H2O, CH2Cl2, and Et2O to give N-(2-carbamoyl-phenyl)-2-chloro-isonicotinamide as a light brown solid.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated
  4. filtrationThe precipitate was filtered
  5. washwashed with H2O, CH2Cl2, and Et2O

Sources & evidence

ORD record
ord-b7ec6d65038445b7bf76ab3f0551d3c0
Source dataset
uspto-grants-2009_09
Patent number
US07582631B2

Reaction notes

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