Hydrochloric Acid → N-Hydroxy-6-methoxy-3-pyridinecarboximidoyl chloride

HRID 600717Notes

Reaction equation

HRID 600717 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=[N:10][OH:11])=[CH:5][CH:4]=1.C(=O)(O)[O-].[Na+].[ClH:17]>O>[OH:11][N:10]=[C:9]([Cl:17])[C:6]1[CH:7]=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 765644496-Methoxy-pyridine-3-carboxaldehyde oxime

Product 1

HCID 76564447N-Hydroxy-6-methoxy-3-pyridinecarboximidoyl chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To oxime 1c (1.25 g; 8.18 mmol) in concentrated hydrochloric acid (6.0 mL) at 0° C., was added dropwise bleach (9 mL). The reaction mixture was stirred at 0° C. for 1 h, diluted with water (20 mL) and brought to about pH=3 with saturated sodium bicarbonate. The resulting solid was collected, washed with water and dried. 2c was isolated as a white solid.

Workup

  1. customThe resulting solid was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-924c994f1adb459a87e50d9072904c94
Source dataset
uspto-grants-2011_03
Patent number
US07902227B2

Reaction notes

Loading…