Phenyl Isothiocyanate → Thiourea, N-[4-(2-formylhydrazinyl)phenyl]-N'-phenyl-

HRID 437511

Reaction equation

HRID 437511 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].[C:12]1([N:18]=[C:19]=[S:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(#N)C>[CH:1]([NH:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:19]([NH:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[S:20])=[CH:7][CH:6]=1)=[O:2]

Participants

4

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 113189Hydrazinecarboxaldehyde, 2-(4-aminophenyl)-

Product 1

HCID 2724474Thiourea, N-[4-(2-formylhydrazinyl)phenyl]-N'-phenyl-

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-Formyl-2-(4-aminophenyl)hydrazine (30 g, 0.20 mole) was dissolved in acetonitrile (550 ml) with heat. Phenyl isothiocyanate (28 g, 0.22 mole) was added in one portion. The mixture was refluxed for 5 minutes and then chilled. The solid was filtered off, washed with acetonitrile and dried at 75° C. Yield 52 g (91%), m.p. 188°-188.5° C.

Workup

  1. temperaturewith heat
  2. temperatureThe mixture was refluxed for 5 minutes
  3. temperaturechilled
  4. filtrationThe solid was filtered off
  5. washwashed with acetonitrile
  6. customdried at 75° C

Sources & evidence

ORD record
ord-d938f2e2296f413c98b36e8830e6f80e
Source dataset
uspto-grants-1977_06
Patent number
US04031127

Linked notes

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