Trifluoroacetyl chloride → 1-hydroxy-5,6-dichloro-2-trifluoromethyl-1H-imidazo(4,5-b)-pyridine

HRID 371675

Reaction equation

ClC1C=C([N+]([O-])=O)C(N)=NC=1Cl.FC(F)(F)C(Cl)=O.[Cl:20][C:21]1[CH:22]=[C:23]([N+:35]([O-:37])=O)[C:24]([NH:28][C:29](=O)[C:30]([F:33])([F:32])[F:31])=[N:25][C:26]=1[Cl:27]>>[OH:37][N:35]1[C:23]2[C:24](=[N:25][C:26]([Cl:27])=[C:21]([Cl:20])[CH:22]=2)[N:28]=[C:29]1[C:30]([F:33])([F:32])[F:31]

Participants

Reactant 3

HCID 61106Trifluoroacetyl chloride

HCID 153920475,6-Dichloro-3-nitropyridin-2-amine

HCID 203554775,6-Dichloro-2-trifluoroacetamido-3-nitropyridine

Product 1

HCID 203554991-hydroxy-5,6-dichloro-2-trifluoromethyl-1H-imidazo(4,5-b)-pyridine

Procedure

In like procedures, 5,6-dichloro-2-amino-3-nitropyridine was reacted with trifluoroacetyl chloride and the resulting 5,6-dichloro-2-trifluoroacetamido-3-nitropyridine was hydrogenated to obtain 1-hydroxy-5,6-dichloro-2-trifluoromethyl-1H-imidazo(4,5-b)-pyridine, m.p. 207°-208° C.

Sources & evidence

ORD record: ord-a0c16f6717aa49e3969304dbb3913955
Source dataset: uspto-grants-1978_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04087432

Linked notes

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