Phenyl Isothiocyanate → 2-Benzyl-4-phenylthiosemicarbazide

HRID 893875Notes

Reaction equation

HRID 893875 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 IsothiocyanateHCID 11157(Phenylmethyl)hydrazine

Product 1

HCID 133104692-Benzyl-4-phenylthiosemicarbazide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Benzylhydrazine (30 g, 0.0245 mole) was dissolved in 200 ml of isopropanol and cooled to 0°-5° C. Phenyl isothiocyanate (33.1 g, 0.0245 mole) 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-bddb5f63490a4bf8956434e476a2ddfc
Source dataset
uspto-grants-1981_08
Patent number
US04282031

Reaction notes

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