2,2,3,3-Tetrafluoropropanoyl chloride → 5-(Perfluorooctyl)-3-nitro-2-(2,2,3,3-tetrafluoropropionamido)pyridine

HRID 371672Notes

Reaction equation

HRID 371672 reaction equation
[F:1][C:2]([F:35])([C:25]1[CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[C:28]([NH2:31])=[N:29][CH:30]=1)[C:3]([F:24])([F:23])[C:4]([F:22])([F:21])[C:5]([F:20])([F:19])[C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10].[F:36][C:37]([F:44])([CH:41]([F:43])[F:42])[C:38](Cl)=[O:39]>>[F:35][C:2]([F:1])([C:25]1[CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[C:28]([NH:31][C:38](=[O:39])[C:37]([F:44])([F:36])[CH:41]([F:43])[F:42])=[N:29][CH:30]=1)[C:3]([F:23])([F:24])[C:4]([F:21])([F:22])[C:5]([F:19])([F:20])[C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10]

Participants

3

Reactant 2

HCID 27767442,2,3,3-Tetrafluoropropanoyl chlorideHCID 203555005-(Perfluorooctyl)-3-nitro-2-aminopyridine

Product 1

HCID 203554625-(Perfluorooctyl)-3-nitro-2-(2,2,3,3-tetrafluoropropionamido)pyridine

Procedure

5-(Perfluorooctyl)-3-nitro-2-aminopyridine is reacted with 2,2,3,3-tetrafluoropropionyl chloride to obtain 5-(perfluorooctyl)-3-nitro-2-(2,2,3,3-tetrafluoropropionamido)pyridine, which when hydrogenated yields 6-(perfluorooctyl)-1-hydroxy-2-(1,1,2,2-tetrafluoroethyl)-1H-imidazo(4,5-b)pyridine.

Sources & evidence

ORD record
ord-2bfb6df6f38a4199b20166b7165177f9
Source dataset
uspto-grants-1978_05
Patent number
US04087432

Reaction notes

Loading…