Hydrazinecarboxaldehyde → 4-(3',5'-Difluorobenzyl)-1-formyl-3-thiosemicarbazide
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[CH:11]=1)[CH2:5][N:6]=[C:7]=[S:8].[CH:13]([NH:15][NH2:16])=[O:14]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[CH:11]=1)[CH2:5][NH:6][C:7](=[S:8])[NH:16][NH:15][CH:13]=[O:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3,5-Difluorobenzyl isothiocyanate (9.9 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 3.5 g (35%) of crude 4-(3',5'-difluorobenzyl)-1-formyl-3-thiosemicarbazide.
Workup
- customThe reaction was evaporated to dryness
- customtriturated with hexane:ethyl acetate (1:1)
- filtrationfiltered
- customrecrystallized from ethanol-hexane
Sources & evidence
- ORD record
- ord-4dc888b8db6742b1b616bfaa639e4d60
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04628059
Reaction notes
Loading…