Hydrochloric Acid → HCID 86757736, compound

HRID 1250907Notes

Reaction equation

HRID 1250907 reaction equation
[C:1]1([CH:7]=[N:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Cl.[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23]Cl>CC(C)=O>[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][O:9][N:8]=[CH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 12143(Z)-Benzaldehyde oximeHCID 23393Picolyl chloride

Product 1

HCID 86757736HCID 86757736, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

(E)-(5-mthyl-1, 2, 3-thiadiazol-4-yl) phenylmethanone oxime (0.30 g, 1.4 mmol) was dissolved in acetone (20 ml), potassium carbonate (0.32 g, 2.0 mmol) and hydrochloride of 2-picolylchloride (0.34 g, 2.0 mmol) were added and heated for 3 days with refluxing. After concentrating the thus reacted solution, the residue was extracted with ethylacetate, and after washing with water, the residue was dried with magnesium sulfate. The solvent was removed by distillation, the residue was refined in a column chromatography, and yielded (E)-(5-mthyl-1, 2, 3-thiadiazol-4-yl)phenyl-methanone O-(2-pyridyl) methyloxime.

Workup

  1. temperatureheated for 3 days
  2. temperaturewith refluxing
  3. concentrationAfter concentrating the thus reacted solution
  4. extractionthe residue was extracted with ethylacetate
  5. washafter washing with water
  6. dry with materialthe residue was dried with magnesium sulfate
  7. customThe solvent was removed by distillation

Sources & evidence

ORD record
ord-be07d9eaac0d40a1ac599712c9ec5f80
Source dataset
uspto-grants-2002_01
Patent number
US06340697B1

Reaction notes

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