Trifluoroacetic acid → HCID 178481704, compound

HRID 1632727Notes

Reaction equation

HRID 1632727 reaction equation
[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH2:5].[F:7][C:8]([F:13])([F:12])[C:9](O)=O>>[SH:6][C:3]1[N:2]([CH3:1])[C:9]([C:8]([F:13])([F:12])[F:7])=[N:5][N:4]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 2723853N-Methylhydrazinecarbothioamide

Product 1

HCID 178481704HCID 178481704, compound

Procedure

In a 500-ml flask, 100 g (0.95 mole) 4-methylthiosemicarbazide and 155 g [100 ml (1.36 mole)] trifluoroacetic acid were combined, refluxed 3 hours, and then allowed to stand overnight. Since the reaction mixture solidified overnight, it was heated to solution and then added to ice. The precipitated solid was filtered, washed with water and air-dried. The solid was dissolved in hot benzene and the water was separated. The benzene solution was concentrated cooled, and filtered to give the product as crystals.

Workup

  1. temperaturerefluxed 3 hours
  2. temperatureSince the reaction mixture solidified overnight, it was heated to solution
  3. additionadded to ice
  4. filtrationThe precipitated solid was filtered
  5. washwashed with water
  6. customair-dried
  7. dissolutionThe solid was dissolved in hot benzene
  8. customthe water was separated
  9. concentrationThe benzene solution was concentrated
  10. temperaturecooled
  11. filtrationfiltered

Sources & evidence

ORD record
ord-5361f48a0647425e88519ccd77259965
Source dataset
uspto-grants-1984_10
Patent number
US04477459

Reaction notes

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