Potassium ethylxanthate → HCID 178527769, compound

HRID 469823Notes

Reaction equation

HRID 469823 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[OH:9].CCO[C:13]([S-])=[S:14].[K+]>CCO>[Br:8][C:4]1[C:3]2[O:9][C:13]([SH:14])=[N:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 2735045Potassium ethylxanthateHCID 155315062-Amino-6-bromophenol

Product 1

HCID 178527769HCID 178527769, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5 g (26.6 mmol) 2-amino-6-bromo-phenol are dissolved in 20 ml EtOH and 6.52 g (39.9 mmol) potassium ethyl xanthogenate are added. This mixture is stirred for 6 h at reflux temperature. After cooling to room temperature, the reaction mixture is concentrated in vacuo and 50 ml water are added. With the addition of acetic acid, a pH of 5 is adjusted. The product starts to crystallize and is filtered off, washed 2× with water and dried to afford the title compound.

Workup

  1. temperatureat reflux temperature
  2. concentrationthe reaction mixture is concentrated in vacuo and 50 ml water
  3. additionare added
  4. additionWith the addition of acetic acid
  5. customto crystallize
  6. filtrationis filtered off
  7. washwashed 2× with water
  8. customdried

Sources & evidence

ORD record
ord-663e6cbbc2c24d0084ee0ef8d1a887a7
Source dataset
uspto-grants-2014_01
Patent number
US08629168B2

Reaction notes

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