Methyl isothiocyanate → 1-Benzoyl-4-methyl-3-thiosemicarbazide

HRID 257165Notes

Reaction equation

HRID 257165 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][N:12]=[C:13]=[S:14]>C1COCC1>[C:1]([NH:9][NH:10][C:13]([NH:12][CH3:11])=[S:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 11955Benzoylhydrazine

Product 1

HCID 27461131-Benzoyl-4-methyl-3-thiosemicarbazide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred solution of benzoic acid hydrazide (2.35 g, 1.73×10-2 mole) and THF (50 ml) was added a solution of methyl isothiocyanate (1.14 g, 1.56×10-2 mole) and THF (50 ml). The reaction was then refluxed for 2 hours before being cooled. The precipitate was collected by filtration and crystallized from ethanol, affording a colorless solid, Mp 199°-200° C.

Workup

  1. temperatureThe reaction was then refluxed for 2 hours
  2. temperaturebefore being cooled
  3. filtrationThe precipitate was collected by filtration
  4. customcrystallized from ethanol
  5. customaffording a colorless solid, Mp 199°-200° C.

Sources & evidence

ORD record
ord-11f6f64409204429a136ebf00d0e7e05
Source dataset
uspto-grants-1993_11
Patent number
US05260450

Reaction notes

Loading…