Cyanamide → [5-[3-[3-(Trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazol-2-yl]cyanamide

HRID 452809Notes

Reaction equation

HRID 452809 reaction equation
CS([C:5]1[O:6][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[O:17][CH:16]=[C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]([F:28])([F:27])[F:26])[CH:19]=4)[C:14]=3[CH:29]=2)=[N:8][N:9]=1)(=O)=O.[N:30]#[C:31][NH2:32]>>[F:26][C:25]([F:28])([F:27])[O:24][C:20]1[CH:19]=[C:18]([C:15]2[C:14]3[CH:29]=[C:10]([C:7]4[O:6][C:5]([NH:32][C:31]#[N:30])=[N:9][N:8]=4)[CH:11]=[CH:12][C:13]=3[O:17][CH:16]=2)[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 9864CyanamideHCID 686642352-(Methylsulfonyl)-5-[3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazole

Product 1

HCID 86640048[5-[3-[3-(Trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazol-2-yl]cyanamideYield 24%

Procedure

In the same manner as in Example 110 and using 2-(methylsulfonyl)-5-[3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazole instead of 2-(2,3-dihydro-1-benzofuran-5-yl)-5-(methylsulfonyl)-1,3,4-oxadiazole and using cyanamide instead of 3-fluorobenzylalcohol, the title compound (yield 24%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-00d4676fa3684b4c903fde3d6fbe2f56
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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