Potassium ethylxanthate → HCID 178505573, compound

HRID 728641Notes

Reaction equation

HRID 728641 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-ca609015e2ca4032a2aac4b3599e480d
Source dataset
uspto-grants-1991_09
Patent number
US05049674

Reaction notes

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