Water → HCID 15860346, compound

HRID 264801Notes

Reaction equation

HRID 264801 reaction equation
[OH:1]OS([O-])=O.[K+].[Cl:7][C:8]1[C:12]([S:13][CH2:14][CH2:15][CH2:16][CH3:17])=[N:11][S:10][N:9]=1.[OH2:18]>C1COCC1>[Cl:7][C:8]1[C:12]([S:13]([CH2:14][CH2:15][CH2:16][CH3:17])(=[O:1])=[O:18])=[N:11][S:10][N:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11052875HCID 11052875, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 15860346HCID 15860346, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of Oxone™ (12 g, 0.0195 mol) in H2O (60 mL) was vigorous stirred as 3-chloro-4-butylthio-1,2,5-thiadiazole (2.1 g, 0.01 mol) in THF (30 mL) was added dropwise. After 24 h, the THF was evaporated and the residue extracted with ether (3×). Extracts were washed with H2O, dried, and solvent evaporated to give a clear liquid. Radial chromatography eluting with 30% EtOAc/hexane gave a colorless liquid (2.3 g). (Compound 2).

Workup

  1. additionwas added dropwise
  2. customthe THF was evaporated
  3. extractionthe residue extracted with ether (3×)
  4. washExtracts were washed with H2O
  5. customdried
  6. customsolvent evaporated
  7. customto give a clear liquid
  8. washRadial chromatography eluting with 30% EtOAc/hexane

Sources & evidence

ORD record
ord-811905f167ec40cd8f3801c2e2d05d79
Source dataset
uspto-grants-1997_07
Patent number
US05646289

Reaction notes

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