Pyridine → HCID 136249864, compound

HRID 1672024Notes

Reaction equation

HRID 1672024 reaction equation
[CH3:1][C:2]1[S:6][C:5]([CH:7]=O)=[N:4][CH:3]=1.N1C=CC=CC=1.[OH:15][NH2:16].Cl>CCO.C(Cl)Cl>[CH3:1][C:2]1[S:6][C:5]([CH:7]=[N:16][OH:15])=[N:4][CH:3]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 139687955-Methyl-1,3-thiazole-2-carbaldehyde

Product 1

HCID 136249864HCID 136249864, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-methylthiazole-2-carbaldehyde (6.1 g, 48 mmol) in EtOH (30 mL), was added pyridine (4 mL, 49 mmol) and HONH2.HCl (3.3 g, 47 mmol). The mixture was stirred at ambient temperature for 12 hours. The reaction mixture was diluted with DCM and extracted with water. The organic solution was dried, filtered and concentrated to give the crude oxime. Yield: 6 g LCMS: (ES+) m/z=143.8 (M+H)+

Workup

  1. extractionextracted with water
  2. customThe organic solution was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-090d5766b7a840a09f482ed0038b4b65
Source dataset
uspto-grants-2011_08
Patent number
US07994171B2

Reaction notes

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