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

HRID 1482396Notes

Reaction equation

HRID 1482396 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].OS(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

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 674995403-(3-chloro-1H-pyrazol-1-yl)pyridine

Product 1

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

Procedure

In step c of Scheme 1, 3-(3-chloro-1H-pyrazol-1-yl)pyridine (5b) is nitrated with nitric (HNO3) and sulfuric (H2SO4) acids to yield 3-(3-chloro-4-nitro-1H-pyrazol-1-yl)pyridine (5c). The nitration may be conducted at about −10° C. to about 30° C.

Sources & evidence

ORD record
ord-e696fd9a3f6c4320bee85c317d8ea521
Source dataset
uspto-grants-2016_08
Patent number
US09414594B2

Reaction notes

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