5-(chloromethyl)-3-(2-thienyl)-1,2,4-oxadiazole → HCID 22009758, compound

HRID 322477Notes

Reaction equation

HRID 322477 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1.Cl[CH2:18][C:19]1[O:23][N:22]=[C:21]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)[N:20]=1>>[N:12]1([CH2:11][CH2:10][CH2:9][CH2:8][C:5]2[CH:6]=[CH:7][C:2]([O:1][CH2:18][C:19]3[O:23][N:22]=[C:21]([C:24]4[S:25][CH:26]=[CH:27][CH:28]=4)[N:20]=3)=[CH:3][CH:4]=2)[CH:16]=[CH:15][N:14]=[CH:13]1

Participants

3

Reactant 2

HCID 7368305-(chloromethyl)-3-(2-thienyl)-1,2,4-oxadiazoleHCID 220096641-[4-(4-Hydroxyphenyl)butyl]imidazole

Product 1

HCID 22009758HCID 22009758, compoundYield 29%

Procedure

In substantially the same manner as in Working Example 72, 1-[4-(4-hydroxyphenyl)butyl]imidazole was reacted with 5-chloromethyl-3-(2-thienyl)-1,2,4-oxadiazole to obtain 5-[4-[4-(1-imidazolyl)butyl]phenoxymethyl]-3-(2-thienyl)-1,2,4-oxadiazole. The yield was 29%. Recrystallization from a ethyl acetate-MeOH gave colorless prisms, mp 94-95° C.

Sources & evidence

ORD record
ord-ac8b18f1e7bf4983a288b60a0c94b46f
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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