Phenyl Isothiocyanate → 2-Benzyl-4-phenylthiosemicarbazide

HRID 1462988Notes

Reaction equation

HRID 1462988 reaction equation
[CH2:1]([NH:8][NH2:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]1([N:16]=[C:17]=[S:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)(C)C>[CH2:1]([N:8]([C:17]([NH:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[S:18])[NH2:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7673Phenyl Isothiocyanate2×HCID 11157(Phenylmethyl)hydrazine

Product 1

HCID 133104692-Benzyl-4-phenylthiosemicarbazide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Benzylhydrazine (30 g, 0.0245 mole) and phenyl isothiocyanate (33.1 g, 0.0245 mole) were dissolved in 200 ml of isopropanol and cooled to 0°-5° C. The phenyl isothiocyanate was then added dropwise in 50 ml of petroleum ether. The title compound precipitated from solution during this phase of the operation. After addition, the reaction mixture was stirred at 40°-45° C. for one hour. The title product was filtered off as a white solid, m.p. 121°-3° C., yield 43 g.

Workup

  1. temperaturecooled to 0°-5° C
  2. customThe title compound precipitated from solution during this phase of the operation
  3. additionAfter addition
  4. filtrationThe title product was filtered off as a white solid, m.p. 121°-3° C., yield 43 g

Sources & evidence

ORD record
ord-3677da7f703241ae91ad967435383d02
Source dataset
uspto-grants-1984_07
Patent number
US04462821

Reaction notes

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