Ammonia → 2-Amino-6-chloronicotinic acid
Reaction equation
Cl[C:2]1[N:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH3:12]>>[NH2:12][C:2]1[N:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]Participants
3
Conditions
- Temperature
- 135 °C
Procedure
A mixture of 2,6-dichloro-nicotinic acid (31 g, 0.14 mol) and 28% aqueous ammonia solution (200 mL) was stirred in a sealed tube for 10 hours at 135° C. This reaction solution was cooled to room temperature, and the excess ammonia gas was removed under a reduced pressure. Water was added to the residue to a total of 1000 mL, the mixture was cooled to 0° C., and citric acid was added to a pH being about 6. The precipitated solids were filtered out to obtain the title compound (12 g, 49%).
Workup
- temperatureThis reaction solution was cooled to room temperature
- customthe excess ammonia gas was removed under a reduced pressure
- additionWater was added to the residue to a total of 1000 mL
- temperaturethe mixture was cooled to 0° C.
- additioncitric acid was added to a pH
- filtrationThe precipitated solids were filtered out
Sources & evidence
- ORD record
- ord-c6bcdac826aa4bd2aef409a03fd677ce
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08841327B2
Reaction notes
Loading…