4-(Chloromethyl)-1-methoxy-2-(trifluoromethyl)benzene → 2-(1-Benzofuran-5-yl)-5-[[4-methoxy-3-(trifluoromethyl)benzyl]thio]-1,3,4-oxadiazole

HRID 452715Notes

Reaction equation

HRID 452715 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1.[CH3:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][C:19]=1[C:26]([F:29])([F:28])[F:27]>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([S:15][CH2:22][C:21]4[CH:24]=[CH:25][C:18]([O:17][CH3:16])=[C:19]([C:26]([F:27])([F:28])[F:29])[CH:20]=4)=[N:12][N:11]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 534292204-(Chloromethyl)-1-methoxy-2-(trifluoromethyl)benzeneHCID 178527940HCID 178527940, compound

Product 1

HCID 445904162-(1-Benzofuran-5-yl)-5-[[4-methoxy-3-(trifluoromethyl)benzyl]thio]-1,3,4-oxadiazoleYield 100%

Procedure

In the same manner as in Example 1 and using 5-(1-benzofuran-5-yl)-1,3,4-oxadiazole-2-thiol instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and 4-methoxy-3-(trifluoromethyl)benzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 100%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-743fd860427b4af6a62a6e19eb8bbc32
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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