Potassium ethylxanthate → HCID 178505573, compound

HRID 327779Notes

Reaction equation

HRID 327779 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH2:9].CCO[C:13]([S-])=[S:14].[K+]>C(O)C.O>[F:8][C:4]1[C:3]2[N:9]=[C:13]([SH:14])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 2735045Potassium ethylxanthateHCID 27828353-Fluorobenzene-1,2-diamine

Product 1

HCID 178505573HCID 178505573, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1,2-diamino-3-fluorobenzene (1.6 g, 12.7 mmol) and potassium ethyl xanthogenate (2.64 g, 16.5 mmol) were dissolved in ethanol (25 ml) and water (6 ml). The mixture was refluxed for 14 hours and then concentrated on a rotavapor. Water (20 ml) was added and the solution was acidified with 2M hydrochloric acid. The precipitate was filtered off and dried. In this way the title compound was obtained (1.23 g, 58%). NMR is given below.

Workup

  1. temperatureThe mixture was refluxed for 14 hours
  2. concentrationconcentrated on a rotavapor
  3. additionWater (20 ml) was added
  4. filtrationThe precipitate was filtered off
  5. customdried

Sources & evidence

ORD record
ord-40645df9b5a5419f897a6ce588ca7b3d
Source dataset
uspto-grants-1993_12
Patent number
US05274099

Reaction notes

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