Furan, 2-bromo- → 4-(4-chlorophenyl)-1-(furan-2-yl)-1H-imidazole

HRID 705025Notes

Reaction equation

HRID 705025 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[O: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[O:15][CH:16]=[CH:17][CH:18]=3)[CH:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 2776190Furan, 2-bromo-HCID 178477960HCID 178477960, compound

Product 1

HCID 904126094-(4-chlorophenyl)-1-(furan-2-yl)-1H-imidazoleYield 1.7%

Procedure

The procedure described above in Example 29 for Formula IIc-iii was followed, starting from 4-(4-chlorophenyl)-1H-imidazole (125 mg, 0.7 mmol) and 2-bromofuran, to prepare the desired 4-(4-chlorophenyl)-1-(furan-2-yl)-1H-imidazole (3 mg, 0.12, yield 1.7%) as a brownish solid. The HPLC purity of the final product was 95.84%. LC-MS [M+H] 245 (C13H9ClN2O+H expected 245.04). The 1H-NMR spectra was in accordance with the chemical structure.

Sources & evidence

ORD record
ord-932d4e8dff8c4557a35266969c5fd2be
Source dataset
uspto-grants-2015_11
Patent number
US09173401B2

Reaction notes

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