Phenylhydrazine → N-(2-Methoxyethyl)-2-phenylhydrazinecarbothioamide

HRID 978332Notes

Reaction equation

HRID 978332 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]=[C:6]=[S:7].[C:8]1([NH:14][NH2:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6](=[S:7])[NH:15][NH:14][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 1234752-Methoxyethyl isothiocyanate

Product 1

HCID 5296396N-(2-Methoxyethyl)-2-phenylhydrazinecarbothioamideYield 66.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In benzene was dissolved 11.7 g of 2-methoxyethyl isothiocyanate with stirring, and 11.9 g of phenylhydrazine was added thereto at room temperature. The resulting mixture was heat refluxed for 6 hours, followed by cooling. The thus precipitated crystals were removed by filtration to obtain 4-(2-methoxyethyl)-1-phenylthiosemicarbazide (yield: 66.7%). This product can be used in the subsequent reaction without further purification.

Workup

  1. customat room temperature
  2. temperatureThe resulting mixture was heat
  3. temperaturerefluxed for 6 hours
  4. temperatureby cooling
  5. customThe thus precipitated crystals were removed by filtration

Sources & evidence

ORD record
ord-7ff0dbd6cba54736a2ee446ccd6e5c9b
Source dataset
uspto-grants-1987_05
Patent number
US04665017

Reaction notes

Loading…