Hydrazinecarboxaldehyde → HCID 20225723, compound

HRID 1248934Notes

Reaction equation

HRID 1248934 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[CH2:5][N:6]=[C:7]=[S:8].[CH:12]([NH:14][NH2:15])=[O:13]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[CH2:5][NH:6][C:7](=[S:8])[NH:15][NH:14][CH:12]=[O:13]

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 27372753-Fluorobenzyl isothiocyanate

Product 1

HCID 20225723HCID 20225723, compoundYield 22.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Fluorobenzyl isothiocyanate (4.3 g, 25.5 mmole) and formyl hydrazine (1.7 g, 28.7 mole) were refluxed in ethanol (30 ml) for one hour. The reaction mixture was evaporated to dryness, triturated with hexane:ethyl acetate (1:1), filtered, and recrystallized from ethanol-hexane to yield 1.3 g (22%) of crude 4-(3'-fluorobenzyl)-1-formyl-3-thiosemicarbazide.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. customtriturated with hexane:ethyl acetate (1:1)
  3. filtrationfiltered
  4. customrecrystallized from ethanol-hexane

Sources & evidence

ORD record
ord-11a1705ee00f4f96991e80574d70f0cf
Source dataset
uspto-grants-1986_12
Patent number
US04628059

Reaction notes

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