Water → 1-[4-(2-Acetylhydrazino)phenyl]-1-benzyl-3-phenylthiourea

HRID 437526Notes

Reaction equation

HRID 437526 reaction equation
[C:1]([NH:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[C:20]1([N:26]=[C:27]=[S:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>C(O)C>[C:1]([NH:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:27]([NH:26][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[S:28])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 7673Phenyl IsothiocyanateHCID 21427829N'-[4-(benzylamino)phenyl]acetohydrazide

Product 1

HCID 214278181-[4-(2-Acetylhydrazino)phenyl]-1-benzyl-3-phenylthiourea

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Acetyl-2-(4-benzylaminophenyl)hydrazine (2.80 g, 0.011 mole) and phenylisothiocyanate (1.35 g, 0.01mole) were mixed in ethanol (25 ml) and the resulting mixture was refluxed for 5 minutes. The mixture was chilled in ice and water was added to precipitate the product. The product oiled out of solution, but became crystalline upon standing and scratching. The solid was filtered off and washed with water, then ether. After drying the product was a pale yellow crystalline powder. Yield 3.0 g (77%), m.p. 114°-117° C.

Workup

  1. temperaturethe resulting mixture was refluxed for 5 minutes
  2. temperatureThe mixture was chilled in ice
  3. customto precipitate the product
  4. filtrationThe solid was filtered off
  5. washwashed with water
  6. customAfter drying the product

Sources & evidence

ORD record
ord-096d1ec867614b2b90d903a98783c21a
Source dataset
uspto-grants-1977_06
Patent number
US04031127

Reaction notes

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