Nitric Acid → 3-(3-chloro-4-nitro-1H-pyrazol-1-yl)pyridine

HRID 57080

Reaction equation

[Cl:1][C:2]1[CH:6]=[CH:5][N:4]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)[N:3]=1.[N+:13]([O-])([OH:15])=[O:14].S(=O)(=O)(O)O>>[Cl:1][C:2]1[C:6]([N+:13]([O-:15])=[O:14])=[CH:5][N:4]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)[N:3]=1

Participants

Reactant 3

HCID 944Nitric Acid

HCID 1118Sulfuric Acid

HCID 674995403-(3-chloro-1H-pyrazol-1-yl)pyridine

Product 1

HCID 675001483-(3-chloro-4-nitro-1H-pyrazol-1-yl)pyridine

Procedure

In step d of Scheme 1, compound (5b) is nitrated with nitric acid (HNO3), preferably in the presence of sulfuric acid (H2SO4) to yield 3-(3-chloro-4-nitro-1H-pyrazol-1-yl)pyridine (5c). The nitration may be conducted at temperatures from about −10° C. to about 30° C.

Sources & evidence

ORD record: ord-8f0259c7628d47fb85cdff83840fae2a
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434712B2

Linked notes

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