2-(2-Thienyl)-5-thiazolylmethanol → 5-[4-[4-(1-Imidazolyl)butyl]phenoxymethyl]-2-(2-thienyl)thiazole

HRID 322470Notes

Reaction equation

HRID 322470 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][C:8]([CH2:11][OH:12])=[CH:9][N:10]=1.O[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH2:23][N:24]2[CH:28]=[CH:27][N:26]=[CH:25]2)=[CH:16][CH:15]=1>>[N:24]1([CH2:23][CH2:22][CH2:21][CH2:20][C:17]2[CH:18]=[CH:19][C:14]([O:12][CH2:11][C:8]3[S:7][C:6]([C:2]4[S:1][CH:5]=[CH:4][CH:3]=4)=[N:10][CH:9]=3)=[CH:15][CH:16]=2)[CH:28]=[CH:27][N:26]=[CH:25]1

Participants

3

Reactant 2

HCID 186730212-(2-Thienyl)-5-thiazolylmethanolHCID 220096641-[4-(4-Hydroxyphenyl)butyl]imidazole

Product 1

HCID 220097295-[4-[4-(1-Imidazolyl)butyl]phenoxymethyl]-2-(2-thienyl)thiazoleYield 86%

Procedure

In substantially the same manner as in Working Example 159, 2-(2-thienyl)-5-thiazolylmethanol was chlorinated and then reacted with 1-[4-(4-hydroxyphenyl)butyl]imidazole to obtain 5-[4-[4-(1-imidazolyl)butyl]phenoxymethyl]-2-(2-thienyl)thiazole. The yield was 86%. Recrystallization from ethyl acetate-hexane gave pale yellow prisms, mp 128-129° C.

Sources & evidence

ORD record
ord-67133c7c034b4b9eb7f50bc04c824b25
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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