Methyl isothiocyanate → 1-(4-Ethoxycarbonylphenyl)-4-methylthiosemicarbazide

HRID 653053

Reaction equation

HRID 653053 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][NH2:13])=[CH:8][CH:7]=1)=[O:5])[CH3:2].[CH3:14][N:15]=[C:16]=[S:17]>C1C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][NH:13][C:16]([NH:15][CH3:14])=[S:17])=[CH:8][CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 792992Ethyl 4-hydrazinylbenzoate

Product 1

HCID 201953781-(4-Ethoxycarbonylphenyl)-4-methylthiosemicarbazide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In 100 ml of benzene were dissolved 9.3 g of 4-ethoxycarbonylphenylhydrazine and 3.6 g of methyl isothiocyanate and then the solution was refluxed with stirring. After heat-refluxing for 5 hours, the reaction mixture thus formed was cooled and crystals thus formed were collected by filtration to provide 1-(4-ethoxycarbonylphenyl)-4-methylthiosemicarbazide as colorless crystals. The product, 1-(4-ethoxycarbonylphenyl)-4-methylthiosemicarbazide thus obtained could be used for the subsequent reaction without being purified.

Workup

  1. temperaturethe solution was refluxed
  2. temperatureAfter heat-refluxing for 5 hours
  3. customthe reaction mixture thus formed
  4. temperaturewas cooled
  5. customcrystals thus formed
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-5c53712d53eb40dc95edae7008cfcbf8
Source dataset
uspto-grants-1987_06
Patent number
US04675276

Linked notes

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