Hydrazinecarboxaldehyde → HCID 20225719, compound

HRID 1248940Notes

Reaction equation

HRID 1248940 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:14])[C:11]=1[O:12][CH3:13])[CH2:5][N:6]=[C:7]=[S:8].[CH:15]([NH:17][NH2:18])=[O:16]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:14])[C:11]=1[O:12][CH3:13])[CH2:5][NH:6][C:7](=[S:8])[NH:18][NH:17][CH:15]=[O:16]

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 20225716HCID 20225716, compound

Product 1

HCID 20225719HCID 20225719, compoundYield 104%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3,5-Difluoro-4-methoxybenzyl isothiocyanate (11.7 g, 25.5 mmole) and formyl hydrazine (1.7 g, 28.7 mole) were refluxed in ethanol (30 ml) for one hour. The reaction was evaporated to dryness, triturated with hexane:ethyl acetate (1:1), filtered, and recrystallized from ethanol-hexane to yield 7.3 g (62%) of crude 4-(3',5'-difluoro-4'-methoxybenzyl)-1-formyl-3-thiosemicarbazide.

Workup

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

Sources & evidence

ORD record
ord-b8e3cbd45b144418bcaa4a6ad63d3978
Source dataset
uspto-grants-1986_12
Patent number
US04628059

Reaction notes

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