2-Bromothiophene → 4-(4-chlorophenyl)-1-(thiophen-2-yl)-1H-imidazole

HRID 705026Notes

Reaction equation

HRID 705026 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][NH:11][CH:12]=2)=[CH:4][CH:3]=1.Br[C:14]1[S:15][CH:16]=[CH:17][CH:18]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][N:11]([C:14]3[S:15][CH:16]=[CH:17][CH:18]=3)[CH:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 138512-BromothiopheneHCID 178477960HCID 178477960, compound

Product 1

HCID 904114484-(4-chlorophenyl)-1-(thiophen-2-yl)-1H-imidazoleYield 7%

Procedure

The procedure described above in Example 29 for Formula IIc-iii was followed, starting from 4-(4-chlorophenyl)-1H-imidazole (125 mg, 0.595 mmol) and 2-bromothiophene, to prepare the desired 4-(4-chlorophenyl)-1-(thiophen-2-yl)-1H-imidazole (11 mg, 0.042 mmol, yield 7.0%) as a reddish sticky solid. The HPLC purity of the final product was 95.62%. LC-MS [M+H] 261 (C13H9ClN2S+1 expected 261.02). The 1H-NMR spectra was in accordance with the chemical structure.

Sources & evidence

ORD record
ord-58a22c5d86ff4a8db4fdc468bfcd7d60
Source dataset
uspto-grants-2015_11
Patent number
US09173401B2

Reaction notes

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