1-Chloro-4-(chloromethyl)benzene → 2-(1-Benzofuran-5-yl)-5-[(4-chlorobenzyl)thio]-1,3,4-oxadiazole

HRID 452713Notes

Reaction equation

HRID 452713 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.[Cl:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([S:15][CH2:21][C:20]4[CH:23]=[CH:24][C:17]([Cl:16])=[CH:18][CH:19]=4)=[N:12][N:11]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 178527940HCID 178527940, compound

Product 1

HCID 686645862-(1-Benzofuran-5-yl)-5-[(4-chlorobenzyl)thio]-1,3,4-oxadiazoleYield 89%

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-chlorobenzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 89%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-a38dbab716084e2bb744b3fb613d1d74
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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