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

HRID 467467Notes

Reaction equation

HRID 467467 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-f7303ff4a17b4f8ea9c6040a1d9dfb41
Source dataset
uspto-grants-2014_01
Patent number
US08623860B2

Reaction notes

Loading…