Water → 1-[4-(2-Formylhydrazino)phenyl]-3-methylthiourea

HRID 437507Notes

Reaction equation

HRID 437507 reaction equation
[CH:1]([NH:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)=[O:2].[CH3:12][N:13]=[C:14]=[S:15].O>C(O)C>[CH:1]([NH:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:14]([NH:13][CH3:12])=[S:15])=[CH:7][CH:6]=1)=[O:2]

Participants

5

Reactant 3

HCID 962WaterHCID 11167Methyl isothiocyanateHCID 113189Hydrazinecarboxaldehyde, 2-(4-aminophenyl)-

Product 1

HCID 224660161-[4-(2-Formylhydrazino)phenyl]-3-methylthiourea

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Formyl-2-(4-aminophenyl)hydrazine (1.51 g, 0.01 mole) and methyl isothiocyanate (0.73 g, 0.01 mole) were mixed in ethanol (20 ml) and the mixture was refluxed for 30 minutes. The mixture was chilled in ice, and water was added to precipitate the product. The product came out of solution in an oily form, but solidified upon scratching and standing. The solid material was filtered off and washed thoroughly with ether. The product was dried to give a white crystalline powder. Yield 1.3 g (58%), m.p. 176°-178° C.

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. temperatureThe mixture was chilled in ice
  3. customto precipitate the product
  4. filtrationThe solid material was filtered off
  5. washwashed thoroughly with ether
  6. customThe product was dried
  7. customto give a white crystalline powder

Sources & evidence

ORD record
ord-8953806ea2884fa49e4f7b1984be63ef
Source dataset
uspto-grants-1977_06
Patent number
US04031127

Reaction notes

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