2,4-Difluorostyrene → 2-[2-({4-[(E)-2-(2,4-difluorophenyl)vinyl]phenyl}sulfonyl)phenyl]-1,3,4-oxadiazole

HRID 2377000Notes

Reaction equation

HRID 2377000 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]2[O:18][CH:19]=[N:20][N:21]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:22][C:23]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:24]=1[CH:25]=[CH2:26]>>[F:22][C:23]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:24]=1/[CH:25]=[CH:26]/[C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]2[O:18][CH:19]=[N:20][N:21]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 202266752,4-DifluorostyreneHCID 210994102-{2-[(4-Bromophenyl)sulfonyl]phenyl}-1,3,4-oxadiazole

Product 1

HCID 116832722-[2-({4-[(E)-2-(2,4-difluorophenyl)vinyl]phenyl}sulfonyl)phenyl]-1,3,4-oxadiazole

Procedure

The title compound was prepared according to the method of preparation of Intermediate 1, Step 2, using 2-{2-[(4-bromophenyl)sulfonyl]phenyl}-1,3,4-oxadiazole (Step 1) in place of 3-[(4-bromophenyl)sulfonyl]propanenitrile and 2,4-difluorostyrene in place of 4-fluorostyrene. δH (500 MHz, d6 DMSO): 9.45 (1H, s), 8.35 (1H, d, J 7.8), 7.97-7.85 (8H, m), 7.47-7.31 (3H, m), 7.17 (1H, t, J 8.6). m/z (ES+) 425 [MH+].

Sources & evidence

ORD record
ord-18657b41453441538ff4abd7547fac96
Source dataset
uspto-grants-2008_12
Patent number
US07468393B2

Reaction notes

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