Hydrazine hydrate (1:1) → HCID 13127488, compound
Reaction equation
[CH2:1]([C:5]1[C:10]([F:11])=[C:9]([F:12])[C:8](F)=[C:7]([F:14])[C:6]=1[F:15])[CH2:2][CH2:3][CH3:4].O.[NH2:17][NH2:18]>C(O)C>[CH2:1]([C:5]1[C:10]([F:11])=[C:9]([F:12])[C:8]([NH:17][NH2:18])=[C:7]([F:14])[C:6]=1[F:15])[CH2:2][CH2:3][CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
n-Butylpentafluorobenzene [19.0 g; described by J. M. Birchall and R. N. Haszeldine J. Chem. Soc p 3719 (1961)] was added to a solution of hydrazine hydrate (50 ml; 99-100% w/w) in ethanol (100 ml) and the mixture heated at reflux for 72 hours. The reaction mixture was cooled, evaporated to dryness to give a solid which was filtered off and washed with ethanol and hexane to give 4-n-butyl-2,3,5,6-tetrafluorophenylhydrazine (20.5 g), m.p. 80°-81° C., in the form of colourless crystals.
Workup
- temperaturethe mixture heated
- temperatureat reflux for 72 hours
- temperatureThe reaction mixture was cooled
- customevaporated to dryness
- customto give a solid which
- filtrationwas filtered off
- washwashed with ethanol and hexane
Sources & evidence
- ORD record
- ord-1114b08208de44f3aaca1bee558454d6
- Source dataset
- uspto-grants-1985_01
- Patent number
- US04496390
Reaction notes
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