Benzonitrile, 3-(bromomethyl)- → 3-[[[5-(1,2,4-Triazolo[1,5-a]pyridin-7-yl)-1,3,4-oxadiazol-2-yl]thio]methyl]benzonitrile

HRID 452689Notes

Reaction equation

HRID 452689 reaction equation
C(N(CC)CC)C.[N:8]1[CH:9]=[N:10][N:11]2[CH:16]=[CH:15][C:14]([C:17]3[O:21][C:20]([SH:22])=[N:19][N:18]=3)=[CH:13][C:12]=12.Br[CH2:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[C:28]#[N:29]>>[N:8]1[CH:9]=[N:10][N:11]2[CH:16]=[CH:15][C:14]([C:17]3[O:21][C:20]([S:22][CH2:24][C:25]4[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=4)[C:28]#[N:29])=[N:19][N:18]=3)=[CH:13][C:12]=12

Participants

3

Reactant 2

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 178464120HCID 178464120, compound

Product 1

HCID 686640573-[[[5-(1,2,4-Triazolo[1,5-a]pyridin-7-yl)-1,3,4-oxadiazol-2-yl]thio]methyl]benzonitrileYield 20%

Procedure

In the same manner as in Example 1 and using 5-(1,2,4-triazolo[1,5-a]pyridin-7-yl)-1,3,4-oxadiazole-2-thiol triethylamine salt instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and 3-(bromomethyl)benzonitrile instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 20%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-3d4512fc8b4a4f4d8b3bd244c3ed2809
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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