m,alpha-Dichlorotoluene → 2-[(3-Chlorobenzyl)thio]-5-[3-(4-methoxyphenyl)-1-benzofuran-5-yl]-1,3,4-oxadiazole

HRID 452730Notes

Reaction equation

HRID 452730 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.[Cl:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28]Cl>>[Cl:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][S:23][C:21]1[O:22][C:18]([C:15]2[CH:16]=[CH:17][C:12]3[O:11][CH:10]=[C:9]([C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=4)[C:13]=3[CH:14]=2)=[N:19][N:20]=1

Participants

3

Reactant 2

HCID 12103m,alpha-DichlorotolueneHCID 178488802HCID 178488802, compound

Product 1

HCID 686634992-[(3-Chlorobenzyl)thio]-5-[3-(4-methoxyphenyl)-1-benzofuran-5-yl]-1,3,4-oxadiazoleYield 88%

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 3-chlorobenzyl chloride instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 88%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-fecbfa0836a74cd58aa0112aed9f2d82
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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