Benzimidazole → 1-[4-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl]benzimidazole

HRID 322356Notes

Reaction equation

HRID 322356 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH:2]=1.CS(O[CH2:15][CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]2[N:28]=[C:29](/[CH:32]=[CH:33]/[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[O:30][CH:31]=2)=[CH:21][CH:20]=1)(=O)=O>>[C:34]1(/[CH:33]=[CH:32]/[C:29]2[O:30][CH:31]=[C:27]([CH2:26][O:25][C:22]3[CH:21]=[CH:20][C:19]([CH2:18][CH2:17][CH2:16][CH2:15][N:1]4[C:5]5[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=5[N:3]=[CH:2]4)=[CH:24][CH:23]=3)[N:28]=2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

3

Reactant 2

HCID 5798BenzimidazoleHCID 155216764-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl methanesulfonate

Product 1

HCID 220098151-[4-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl]benzimidazoleYield 36%

Procedure

In substantially the same manner as in Working Example 8, benzimidazole was allowed to react with 4-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl methanesulfonate to give 1-[4-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]butyl]benzimidazole. The yield was 36%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 148-149° C.

Sources & evidence

ORD record
ord-0fbaba7c39c94001a1c47cc1e316c99e
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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