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

HRID 437304Notes

Reaction equation

HRID 437304 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, 0.01 mole) 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-f0e6c37b27b0477b963fcbc8b4a61eed
Source dataset
uspto-grants-1977_06
Patent number
US04030925

Reaction notes

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