5-(chloromethyl)-3-(2-thienyl)-1,2,4-oxadiazole → HCID 22009592, compound

HRID 322476Notes

Reaction equation

HRID 322476 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)=[CH:4][CH:3]=1.Cl[CH2:17][C:18]1[O:22][N:21]=[C:20]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[N:19]=1>>[N:11]1([CH2:10][CH2:9][CH2:8][C:5]2[CH:6]=[CH:7][C:2]([O:1][CH2:17][C:18]3[O:22][N:21]=[C:20]([C:23]4[S:24][CH:25]=[CH:26][CH:27]=4)[N:19]=3)=[CH:3][CH:4]=2)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

3

Reactant 2

HCID 7368305-(chloromethyl)-3-(2-thienyl)-1,2,4-oxadiazoleHCID 220098181-[3-(4-Hydroxyphenyl)propyl]imidazole

Product 1

HCID 22009592HCID 22009592, compoundYield 41%

Procedure

In substantially the same manner as in Working Example 72, 1-[3-(4-hydroxyphenyl)propyl]imidazole was reacted with 5-chloromethyl-3-(2-thienyl)-1,2,4-oxadiazole to obtain 5-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]-3-(2-thienyl)-1,2,4-oxadiazole. The yield was 41%. Recrystallization from ethyl acetate-hexane gave pale yellow prisms, mp 118-119° C.

Sources & evidence

ORD record
ord-3a60bb84b9984304bd38d21490a48872
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

Loading…