Hydrochloric Acid → 5-Bromo-2-chloronicotinonitrile

HRID 909274Notes

Reaction equation

HRID 909274 reaction equation
N[C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([Br:10])=[CH:4][N:3]=1.N([O-])=O.[Na+].[ClH:15]>O>[Br:10][C:5]1[CH:6]=[C:7]([C:8]#[N:9])[C:2]([Cl:15])=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23668193Sodium NitriteHCID 242291992-Amino-5-bromopyridine-3-carbonitrile

Product 1

HCID 219482695-Bromo-2-chloronicotinonitrileYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Compound 2 was dissolved in conc. HCl at 0° C., to which 1.1 equivalent of NaNO2 in H2O was added dropwise. Precipitation was formed. The white solid was filtered off, which gave the title compound 3. Overall yield was 70%.

Workup

  1. additionwas added dropwise
  2. customPrecipitation
  3. customwas formed
  4. filtrationThe white solid was filtered off

Sources & evidence

ORD record
ord-503bb1cf15d840939c3a2c0a09ae7780
Source dataset
uspto-grants-2011_09
Patent number
US08017781B2

Reaction notes

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