4-Methyloxybenzyl chloride → 2-[(4-Methoxybenzyl)thio]-5-[3-(4-methoxyphenyl)-1-benzofuran-5-yl]-1,3,4-oxadiazole

HRID 452734Notes

Reaction equation

HRID 452734 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[C:15]([C:18]4[O:22][C:21]([SH:23])=[N:20][N:19]=4)[CH:16]=[CH:17][C:12]=3[O:11][CH:10]=2)=[CH:5][CH:4]=1.[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Cl)=[CH:28][CH:27]=1>>[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][S:23][C:21]2[O:22][C:18]([C:15]3[CH:16]=[CH:17][C:12]4[O:11][CH:10]=[C:9]([C:6]5[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=5)[C:13]=4[CH:14]=3)=[N:19][N:20]=2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 699934-Methyloxybenzyl chlorideHCID 178488802HCID 178488802, compound

Product 1

HCID 686639242-[(4-Methoxybenzyl)thio]-5-[3-(4-methoxyphenyl)-1-benzofuran-5-yl]-1,3,4-oxadiazoleYield 80%

Procedure

In the same manner as in Example 1 and using 5-[3-(4-methoxyphenyl)-1-benzofuran-5-yl]-1,3,4-oxadiazole-2-thiol instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and 4-methoxybenzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 80%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-7057a2e0fc344e51ac0211f211d63a30
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

Loading…