Hydrochloric Acid → Methyl phenyl(4-pyridylmethylthio)acetate

HRID 1758089Notes

Reaction equation

HRID 1758089 reaction equation
[C:1]1([CH:7]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)[C:8]([O-:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].Cl.[CH3:21]O>>[C:1]1([CH:7]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)[C:8]([O:10][CH3:21])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 23686690Sodium phenyl(4-picolylthio)acetate

Product 1

HCID 20271275Methyl phenyl(4-pyridylmethylthio)acetate

Procedure

Sodium 2-phenyl-2-(4-picolylthio)acetate was dissolved in methanol and dry hydrogen chloride added slowly so as to maintain gentle reflux for 1 hour. After cooling and stirring for approximately 16 hours, the reaction mixture was filtered and concentrated to yield title product (11.6 g.; oil; ms, calcd.: m/e 273; found: 273, 214, 150, 136, 124, 121, 105, 77, 65).

Workup

  1. temperatureto maintain gentle
  2. temperaturereflux for 1 hour
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ee6bdd61656549f18fc487bd5d7c4d94
Source dataset
uspto-grants-1983_02
Patent number
US04371696

Reaction notes

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