4-Iodobenzenesulfonyl chloride → 1-(Ethylsulfonyl)-4-iodobenzene

HRID 45406

Reaction equation

HRID 45406 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9](F)=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].C1C(S(Cl)(=O)=O)=CC=C([I:23])C=1>>[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([I:23])=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2]

Participants

3

Reactant 2

HCID 73994-Iodobenzenesulfonyl chlorideHCID 71814Fluoresone

Product 1

HCID 673580581-(Ethylsulfonyl)-4-iodobenzeneYield 20%

Procedure

Compound 5e was prepared in analogy to Compound 5a, starting from pipsyl chloride (10 mmol, 3.02 g). A white solid was crystallized from ethyl acetate and hexane. HPLC indicated 100% purity, mp 78-79° C., (0.60 g, 20% yield). 1H NMR (CDCl3): 1.28 (t, 3H, CH3), 3.12 (q, 2H, CH2), 7.63 (d, 2H, Ar—H), 7.96 (d, 2H, Ar—H); MS: 296 M+. Elemental Analysis (C, H, I, S) for C8H9IO2S.0.2C6H14-0.1H2O; calculated C, 35.06; H, 3.83; I, 40.26; S, 10.17. found C, 35.04; H, 3.41; I, 40.32; S, 9.74.

Workup

  1. customA white solid was crystallized from ethyl acetate and hexane

Sources & evidence

ORD record
ord-1fa9a7bfe48c416189a1c85ed9b6f26c
Source dataset
uspto-grants-2013_09
Patent number
US08541476B2

Linked notes

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