2-Methylimidazole → 4-[4-[4-(2-methyl-1-imidazolyl)butyl]phenoxymethyl]-2-[(E)-2-phenylethenyl]oxazole

HRID 322357Notes

Reaction equation

HRID 322357 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.CS(O[CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]2[N:25]=[C:26](/[CH:29]=[CH:30]/[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[O:27][CH:28]=2)=[CH:18][CH:17]=1)(=O)=O>>[CH3:1][C:2]1[N:3]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][CH2:23][C:24]3[N:25]=[C:26](/[CH:29]=[CH:30]/[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[O:27][CH:28]=3)=[CH:20][CH:21]=2)[CH:4]=[CH:5][N:6]=1

Participants

3

Reactant 2

HCID 127492-MethylimidazoleHCID 155216764-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl methanesulfonate

Product 1

HCID 220098044-[4-[4-(2-methyl-1-imidazolyl)butyl]phenoxymethyl]-2-[(E)-2-phenylethenyl]oxazoleYield 42%

Procedure

In substantially the same manner as in Working Example 8, 2-methylimidazole was allowed to react with 4-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl methanesulfonate to give 4-[4-[4-(2-methyl-1-imidazolyl)butyl]phenoxymethyl]-2-[(E)-2-phenylethenyl]oxazole. The yield was 42%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 122-123° C.

Sources & evidence

ORD record
ord-6c1de28b0c014ae0a3c4d2fe9e46f1e5
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

Loading…