Imidazole → HCID 23401639, compound

HRID 1063943Notes

Reaction equation

HRID 1063943 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:17]2[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=2[Cl:24])[C@H:12]([CH3:16])[CH2:13][CH2:14]O)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CN=C1.[I:49]I>C(OCC)C.CC#N>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:17]2[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=2[Cl:24])[C@H:12]([CH3:16])[CH2:13][CH2:14][I:49])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 23401638HCID 23401638, compound

Product 1

HCID 23401639HCID 23401639, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 21885917Acetonitrile etherSolvent

Procedure

To a solution of 4-chloro-N-(2,5-dichlorophenyl)-N-[1(R)-methyl-(3-hydroxy)-propyl]benzene-sulfonamide (1.40 g, 3.40 mmol), triphenylphosphine (0.900 g, 3.40 mmol) and imidazole (0.230 g, 3.40 mmol) in diethyl ether/CH3CN (2:1, 7.0 mL) was added iodine (0.860 g, 3.40 mmol) at 0° C. under nitrogen and stirred for 12 h. The solvent was removed, the residue was taken into CH2Cl2, washed with water, dried over Na2SO4 and filtered. The organic solution was concentrated to afford the title compound as a light yellow oil in 96% yield.

Workup

  1. customThe solvent was removed
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationThe organic solution was concentrated

Sources & evidence

ORD record
ord-cdfafa921f5f494083df5f72e3eb1b4b
Source dataset
uspto-grants-2005_11
Patent number
US06967196B1

Reaction notes

Loading…