3,5-Dichloroaniline → 2-(3,5-Dichlorophenylamino)nicotinic acid
Reaction equation
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:11][C:12]1[CH:13]=[C:14]([CH:16]=[C:17]([Cl:19])[CH:18]=1)[NH2:15]>C(O)(=O)C>[Cl:11][C:12]1[CH:13]=[C:14]([NH:15][C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])[CH:16]=[C:17]([Cl:19])[CH:18]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Chloronicotinic acid (10 g) was combined with 3,5-dichloroaniline (15 g) in 150 mL acetic acid and heated at reflux for 4 hr. Upon cooling, a white solid formed which was collected by filtration, washed with acetic acid, water, and dried to give 17.6 g of 2-(3,5-dichlorophenylamino)nicotinic acid.
Workup
- temperatureheated
- temperatureat reflux for 4 hr
- temperatureUpon cooling
- customa white solid formed which
- filtrationwas collected by filtration
- washwashed with acetic acid, water
- customdried
Sources & evidence
- ORD record
- ord-49906059e42f44d1a88a703f71e97cdc
- Source dataset
- uspto-grants-2002_07
- Patent number
- US06414153B1
Reaction notes
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