Water → HCID 22266530, compound

HRID 416563Notes

Reaction equation

HRID 416563 reaction equation
Cl.N1C=CC=CC=1.[CH2:8]([N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18]C)[C:13]1=[S:20])[CH2:9][CH2:10][CH3:11].O>C(OCC)(=O)C>[CH2:8]([N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[C:13]1=[S:20])[CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 10176127Pyridinium chlorideHCID 22266536HCID 22266536, compound

Product 1

HCID 22266530HCID 22266530, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
190 °C

Procedure

Pyridine hydrochloride salt (3.6 g) was added to 1-butyl-3-methoxypyridine-2-thione (2-034-03) (1.4 g), and the reaction mixture was stirred at 190° C. for 40 min. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated, and the organic layer was extracted three times with ethyl acetate. The combined organic layers were washed with water and brine, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure to give 1-butyl-3-hydroxypyridine-2-thione (2-034-04) (1.02 g, 78%) as an oil.

Workup

  1. customthe organic layer was separated
  2. extractionthe organic layer was extracted three times with ethyl acetate
  3. washThe combined organic layers were washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-ded6cecd47e948efa1a53f4945bd4d4c
Source dataset
uspto-grants-2012_01
Patent number
US08088924B2

Reaction notes

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