4-Iodobenzenesulfonyl chloride → HCID 25012074, compound

HRID 1924116Notes

Reaction equation

HRID 1924116 reaction equation
Cl.Cl.[N:3]1[CH:8]=[CH:7][C:6](NC)=[N:5][CH:4]=1.[CH2:11]([N:13](CC)CC)C.[I:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>C(#N)C>[I:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH:13][CH2:11][C:6]2[CH:7]=[CH:8][N:3]=[CH:4][N:5]=2)(=[O:27])=[O:26])=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 73994-Iodobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 67522134HCID 67522134, compound

Product 1

HCID 25012074HCID 25012074, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

Pyrimidin-4-yl-methylamine dihydrochloride (1.0 eq) and triethylamine (3.0 eq) were dissolved in acetonitrile (5 mL/mmol) and the solution was cooled to 0° C. 4-Iodobenzenesulfonic acid chloride (1.0 eq) was added in portions and the reaction mixture was warmed to room temperature. The solvent was evaporated under reduced pressure and the residue was washed with cold water and cold diisopropyl ether to yield the title compound as beige solid.

Workup

  1. temperaturethe reaction mixture was warmed to room temperature
  2. customThe solvent was evaporated under reduced pressure
  3. washthe residue was washed with cold water and cold diisopropyl ether

Sources & evidence

ORD record
ord-cf81279e55904189949c6de156efdd6b
Source dataset
uspto-grants-2012_05
Patent number
US08178540B2

Reaction notes

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