(2,6-Dichlorophenyl)hydrazine monohydrochloride → (2,6-Dichlorophenyl)hydrazine

HRID 1437868Notes

Reaction equation

HRID 1437868 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:4]=1[NH:10][NH2:11]>[OH-].[Na+].[Cl-].[Na+].O.C(=O)(O)[O-].[Na+]>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:4]=1[NH:10][NH2:11]

Participants

5

Reactant 1

HCID 2723909(2,6-Dichlorophenyl)hydrazine monohydrochloride

Product 1

HCID 84634(2,6-Dichlorophenyl)hydrazineYield 101.8%

Reagents, catalysts & solvents 3

HCID 14798Sodium HydroxideSolventHCID 516892Sodium BicarbonateSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A mixture of 2,6-dichloro-phenylhydrazine hydrochloride (11.7 g, 54.8 mmol) in 1 M NaOH (55 mL), brine (200 mL) and saturated sodium bicarbonate (100 mL) was extracted with dichloromethane (3×200 mL). The organic layers were combined, dried (sodium sulfate), filtered and evaporated to give 2,6-dichloro-phenylhydrazine (9.88 g, quantitative).

Workup

  1. extractionwas extracted with dichloromethane (3×200 mL)
  2. dry with materialdried (sodium sulfate)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-04f35371dfd24e64af3908f466f24987
Source dataset
uspto-grants-2009_11
Patent number
US07622492B2

Reaction notes

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