Potassium Carbonate → HCID 12497321, compound

HRID 847146Notes

Reaction equation

HRID 847146 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([SH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[CH2:12][CH2:13][CH2:14][CH2:15][OH:16].C(=O)([O-])[O-].[K+].[K+]>C(COC)OC>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 135694-Chloro-1-butanolHCID 158094-Nitrobenzenethiol

Product 1

HCID 12497321HCID 12497321, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A mixture of 4-nitrothiophenol (0.11 mol), 4-chloro-1-butanol (0.09 mol), and potassium carbonate (0.1 mol) in dimethoxyethane (100 mL) is heated at reflux temperature for 18 hrs. The mixture is filtered and the filtrate is concentrated to dryness. The residue is dissolved in methylene chloride and washed with 10% sodium hydroxide. The chloroform solution is dried and concentrated to obtain the title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 18 hrs
  3. filtrationThe mixture is filtered
  4. concentrationthe filtrate is concentrated to dryness
  5. dissolutionThe residue is dissolved in methylene chloride
  6. washwashed with 10% sodium hydroxide
  7. dry with materialThe chloroform solution is dried
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-85c8e24dca9247fcbfda3a5939ece4a9
Source dataset
uspto-grants-1992_08
Patent number
US05140026

Reaction notes

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