Thiophenol → HCID 67183685, compound

HRID 2217028Notes

Reaction equation

I[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[C:9]1([SH:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[C:5]1([CH3:8])[CH:6]=[CH:7][CH:2]=[CH:3][C:4]=1[C:12]1[CH:13]=[CH:14][C:9]([SH:15])=[CH:10][CH:11]=1

Participants

Reactant 2

HCID 7969Thiophenol

HCID 122074-Iodotoluene

Product 1

HCID 67183685HCID 67183685, compound

Procedure

The general procedure was used to convert 4-iodotoluene and thiophenol to the title product. Purification by flash chromatography (hexane as the eluent) gave the analytically pure product as a clear oil (379 mg, 94% yield). 1H NMR (300 MHz, CDCl3) δ 7.22–7.08 (m, 7H; Ha, Ha′, Hc, Hc′, Hd, Hd′, He) 7.04–7.00 (d, J=7.91, 2H; Hb, Hb′), 2.25 (s, 3H; methyl protons). 13C NMR (75 MHz, CDCl3) δ 137.54 (C4), 137.09 (C1′), 132.24 (C2, C6), 131.24 (C1), 130.03 (C3, C5), 129.72 (C2′, C6′), 128.99 (C3′, C5′), 126.35 (C4′), 21.09 (C7). Anal. Calcd. for C13H12S: C, 77.95; H, 6.04; S, 16.01; Found C, 78.00; H, 6.06; S, 15.88.

Sources & evidence

ORD record: ord-a110622ba9b14e7f8242229835e68a74
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07112697B1

Reaction notes

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