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Hydrazine hydrate (1:1) → HCID 66784143, compound

HRID 1020857
Notes
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Reaction equation

HRID 1020857 reaction equation
Cl[C:2]1[C:7]([I:8])=[C:6]([Cl:9])[CH:5]=[CH:4][N:3]=1.O.[NH2:11][NH2:12]>O1CCOCC1.C(Cl)Cl>[Cl:9][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:11][NH2:12])[C:7]=1[I:8]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 106360172,4-Dichloro-3-iodopyridine

Product 1

HCID 66784143HCID 66784143, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2,4-dichloro-3-iodopyridine [CAS 343781-36-3] (4.7 g, 17.16 mmol) in 1,4-dioxane (240 ml), was added hydrazine monohydrate (5.096 ml, 102.962 mmol). The reaction mixture was heated in a sealed tube at 80° C. for 16 h. After cooling, the solvent was concentrated in vacuo. The white solid residue thus obtained was dissolved in DCM and washed with NaHCO3 (aqueous saturated solution). The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The residue was washed with diethylether. The solid thus obtained was discarded. The mothe liquours were concentrated in vacuo to yield intermediate compound D45 (2.31 g, 49%)

Workup

  1. temperatureAfter cooling
  2. concentrationthe solvent was concentrated in vacuo
  3. customThe white solid residue thus obtained
  4. washwashed with NaHCO3 (aqueous saturated solution)
  5. customThe organic layer was separated
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. washThe residue was washed with diethylether
  9. customThe solid thus obtained
  10. concentrationThe mothe liquours were concentrated in vacuo
  11. customto yield intermediate compound

Sources & evidence

ORD record
ord-5dc878b77b224ef0a6832c65de900c8e
Source dataset
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08716480B2

Reaction notes

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