2-Chloro-6-ethoxyquinoline-3-carbaldehyde → 2-Chloro-6-ethoxyquinoline-3-carbaldehyde-O-methyl-oxime

HRID 584665Notes

Reaction equation

HRID 584665 reaction equation
[Cl:1][C:2]1[C:11]([CH:12]=O)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:14][CH2:15][CH3:16])[CH:8]=2)[N:3]=1.Cl.[CH3:18][O:19][NH2:20].C(O)C>>[CH3:18][O:19][N:20]=[CH:12][C:11]1[C:2]([Cl:1])=[N:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([O:14][CH2:15][CH3:16])=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 7886582-Chloro-6-ethoxyquinoline-3-carbaldehydeHCID 22341071HCID 22341071, compound

Product 1

HCID 738840702-Chloro-6-ethoxyquinoline-3-carbaldehyde-O-methyl-oxime

Procedure

To a solution of 2-chloro-6-ethoxyquinoline-3-carbaldehyde (0.235 g, 1.0 mmol) in ethanol O-methylhydroxylamine hydrochloride (0.10 g, 1.1 mmol) was added. The reaction mixture was heated to reflux for 0.5 hours. After cooling to room temperature the precipitated compound was filtered and dried. Yield 180 mg. M.p. 142-4° C.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 0.5 hours
  3. filtrationwas filtered
  4. customdried

Sources & evidence

ORD record
ord-a54f64eba8e247f0ae17a36478d376c7
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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