Heptafluorobutyryl Chloride → 5-(Trifluoromethyl)-3-nitro-2-(2,2,3,3,4,4,4-heptafluorobutyramido)pyridine

HRID 917854

Reaction equation

[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[C:6]([NH2:9])=[N:7][CH:8]=1.[F:15][C:16]([F:27])([C:20]([F:26])([F:25])[C:21]([F:24])([F:23])[F:22])[C:17](Cl)=[O:18]>>[F:14][C:2]([F:1])([F:13])[C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[C:6]([NH:9][C:17](=[O:18])[C:16]([F:15])([F:27])[C:20]([F:25])([F:26])[C:21]([F:24])([F:23])[F:22])=[N:7][CH:8]=1

Participants

Reactant 2

HCID 67810Heptafluorobutyryl Chloride

HCID 106083913-Nitro-5-(trifluoromethyl)pyridin-2-amine

Product 1

HCID 203554885-(Trifluoromethyl)-3-nitro-2-(2,2,3,3,4,4,4-heptafluorobutyramido)pyridine

Procedure

5-(Trifluoromethyl)-3-nitro-2-aminopyridine is reacted with perfluorobutyryl chloride to yield 5-(trifluoromethyl)-3-nitro-2-(2,2,3,3,4,4,4-heptafluorobutyramido)pyridine, which when hydrogenated yields 6-(trifluoromethyl)-1-hydroxy-2-(perfluoro-n-propyl)-1H-imidazo(4,5-b)pyridine.

Sources & evidence

ORD record: ord-34aa9f59938d4df3906703af7dcc6339
Source dataset: uspto-grants-1976_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03968116

Linked notes

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