4-Iodobenzenesulfonyl chloride → HCID 18407364, compound

HRID 2292975Notes

Reaction equation

HRID 2292975 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([C:10]2[CH2:15][CH2:14][CH:13]([CH3:16])[NH:12][N:11]=2)[CH:6]=[CH:7][C:8]=1[Cl:9].[I:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>ClCCl>[I:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([N:12]2[CH:13]([CH3:16])[CH2:14][CH2:15][C:10]([C:5]3[CH:6]=[CH:7][C:8]([Cl:9])=[C:3]([C:2]([F:17])([F:1])[F:18])[CH:4]=3)=[N:11]2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 73994-Iodobenzenesulfonyl chlorideHCID 21479634HCID 21479634, compound

Product 1

HCID 18407364HCID 18407364, compoundYield 14.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
105 °C

Procedure

3-(3-trifluoromethyl-4-chlorophenyl)-6-methyl-1,4,5,6-tetrahydropyridazine (700 mg) was combined with 4-iodobenzenesulfonyl chloride (558 mg) and heated to 105° C. for 3 h. Dichloromethane was added and the solution washed with water, 10% HCl, sat'd NaHCO3 and brine. The organic layer was dried (Na2SO4), filtered and solvent removed at reduced pressure to give a residue which was recrystallized from acetone/hexane to give 148 mg of the title compound with mp 157°-158° C.

Workup

  1. washthe solution washed with water, 10% HCl
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. customsolvent removed at reduced pressure
  5. customto give a residue which
  6. customwas recrystallized from acetone/hexane

Sources & evidence

ORD record
ord-ff59801aebd54d5ca344d7eb8553e76a
Source dataset
uspto-grants-1997_11
Patent number
US05684151

Reaction notes

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