1-[4-(4-Hydroxyphenyl)butyl]-1,2,4-triazole → 1-[4-[4-[2-(2-Benzo[b]thienyl)-5-methyl-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazole

HRID 322371Notes

Reaction equation

HRID 322371 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]=[N:15][CH:14]=[N:13]2)=[CH:4][CH:3]=1.[S:17]1[C:21]([C:22]2[O:23][C:24]([CH3:29])=[C:25]([CH2:27]Cl)[N:26]=2)=[CH:20][C:19]2[CH:30]=[CH:31][CH:32]=[CH:33][C:18]1=2>>[S:17]1[C:21]([C:22]2[O:23][C:24]([CH3:29])=[C:25]([CH2:27][O:1][C:2]3[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]4[CH:16]=[N:15][CH:14]=[N:13]4)=[CH:4][CH:3]=3)[N:26]=2)=[CH:20][C:19]2[CH:30]=[CH:31][CH:32]=[CH:33][C:18]1=2

Participants

3

Reactant 2

HCID 220096301-[4-(4-Hydroxyphenyl)butyl]-1,2,4-triazoleHCID 220096492-(2-Benzo[b]thienyl)-4-chloromethyl-5-methyloxazole

Product 1

HCID 220096801-[4-[4-[2-(2-Benzo[b]thienyl)-5-methyl-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazoleYield 59%

Procedure

In substantially the same manner as in Working Example 37, 1-[4-(4-hydroxyphenyl)butyl]-1,2,4-triazole was allowed to react with 2-(2-benzo[b]thienyl)-4-chloromethyl-5-methyloxazole to give 1-[4-[4-[2-(2-benzo[b]thienyl)-5-methyl-4-oxazolylmethoxy]phenyl]butyl]-1,2,4-triazole. The yield was 59%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 131-132° C.

Sources & evidence

ORD record
ord-25f737a593f54e1f90c8b57bc950e8f1
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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