Benzyl Isothiocyanate → 3-Amino-1-benzylthiourea

HRID 1493889Notes

Reaction equation

HRID 1493889 reaction equation
[CH2:1]([N:8]=[C:9]=[S:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:11][NH2:12]>O1CCOCC1>[CH2:1]([NH:8][C:9](=[S:10])[NH:11][NH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2346Benzyl IsothiocyanateHCID 9321Hydrazine

Product 1

HCID 7371353-Amino-1-benzylthioureaYield 51.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Benzylisothiocyanate (4.0 g) is slowly added to 1.8 g of anhydrous hydrazine in 50 ml dioxane. The reaction mixture is stirred at room temperature, the dioxane is then removed in vacuo and the residue is recrystallised from ethanol to give 4-benzylthiosemicarbazide as a crystalline solid (2.5 g), m.p. 127.6° C.

Workup

  1. customthe dioxane is then removed in vacuo
  2. customthe residue is recrystallised from ethanol

Sources & evidence

ORD record
ord-0f2c08c30a9c40ef96764f20d794bbf9
Source dataset
uspto-grants-1991_06
Patent number
US05025034

Reaction notes

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