m,alpha-Dichlorotoluene → 2-(1-Benzofuran-5-yl)-5-[(3-chlorobenzyl)thio]-1,3,4-oxadiazole

HRID 452712Notes

Reaction equation

HRID 452712 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:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH2:20]Cl>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([S:15][CH2:20][C:19]4[CH:22]=[CH:23][CH:24]=[C:17]([Cl:16])[CH:18]=4)=[N:12][N:11]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 12103m,alpha-DichlorotolueneHCID 178527940HCID 178527940, compound

Product 1

HCID 686639422-(1-Benzofuran-5-yl)-5-[(3-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 3-chlorobenzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 89%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-cc2e34d9b58e4360bacc1c036ebb588d
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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