Ammonia → 3-(4-Chlorophenyl)-6-iodopyridazine

HRID 40566Notes

Reaction equation

HRID 40566 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11](Cl)=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[Na+].[I-:16].Cl.N>O.C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11]([I:16])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 5238Sodium IodideHCID 122575023-Chloro-6-(4-chlorophenyl)pyridazine

Product 1

HCID 866879133-(4-Chlorophenyl)-6-iodopyridazine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

20 mL ACN are added to 0.50 g (1.11 mmol) 3-(4-chlorophenyl)-6-chloropyridazine and 3.33 g (22.2 mmol) NaI before 189 μl fuming conc. HCl are added and the mixture is stirred at 80° C. for 4 h. The mixture is alkalised with aq. ammonia solution (32%) diluted with water and extracted with EtOAc. The org. phases are combined, dried with Na2SO4 and the solvent is removed in vacuo. The resulting crude product is triturated with TBME.

Workup

  1. additionare added
  2. extractionextracted with EtOAc
  3. dry with materialdried with Na2SO4
  4. customthe solvent is removed in vacuo
  5. customThe resulting crude product is triturated with TBME

Sources & evidence

ORD record
ord-76001af253f34f63a8e9af4acd8ded6a
Source dataset
uspto-grants-2013_09
Patent number
US08530460B2

Reaction notes

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