Potassium ethylxanthate → HCID 178505601, compound

HRID 598511Notes

Reaction equation

HRID 598511 reaction equation
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].CCO[C:13]([S-])=[S:14].[K+]>CO>[F:8][C:7]1[C:2]2[N:1]=[C:13]([SH:14])[O:9][C:3]=2[CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 2735045Potassium ethylxanthateHCID 27827782-amino-3-fluorophenol

Product 1

HCID 178505601HCID 178505601, compoundYield 42.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 1 g (7.867 mmol) 2-amino-3-fluorophenol and 1.42 g (8.654 mmol) potassium ethylxanthogenate in 28 mL methanol was heated in a 70° C. oil bath for 3 h. The solvent was removed in vacuo. The residue was dissolved in 50 mL water. The aqueous layer was acidified with HCl 2N. The solid was filtered, washed with water and dried to provide 568 mg (42.7%) of the title compound as a light grey solid. MS(m/e): 168.0 (M−H+).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in 50 mL water
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-eb344cf9a5754001af6c2f36b5311ef4
Source dataset
uspto-grants-2011_03
Patent number
US07897627B2

Reaction notes

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