Water → n-(2-Chloropyridin-3-yl)-2-nitrobenzamide

HRID 1799088Notes

Reaction equation

HRID 1799088 reaction equation
[NH2:1][C:2]1[C:3]([Cl:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[N+:9]([C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15])([O-:11])=[O:10].O>N1C=CC=CC=1>[Cl:8][C:3]1[C:2]([NH:1][C:14](=[O:15])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[N+:9]([O-:11])=[O:10])=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 118752-Nitrobenzoyl chlorideHCID 805282-Chloro-3-pyridylamine

Product 1

HCID 70570n-(2-Chloropyridin-3-yl)-2-nitrobenzamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 3-amino-2-chloropyridine (3.85 g, 29.95 mmol) and 2-nitrobenzoyl chloride (5.56 g, 29.95 mmol) in pyridine (50 mL) was stirred at 0° C. for 1 h and then at room temperature overnight. Water was added and the precipitate formed was collected by filtration and dried to give N-(2-chloropyridin-3-yl)-2-nitrobenzamide as a white solid (8.52 g, crude yield: >100%).

Workup

  1. customat room temperature
  2. customovernight
  3. customthe precipitate formed
  4. filtrationwas collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-8fc5e47f869a434b9178b8ce77030c0f
Source dataset
uspto-grants-2013_01
Patent number
US08343997B2

Reaction notes

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