Sulfuric Acid → 5-Chloro-8-nitroquinoline

HRID 513416Notes

Reaction equation

HRID 513416 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[N+:12]([O-])([O-:14])=[O:13].[K+].OS(O)(=O)=O>>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 694585-Chloroquinoline

Product 1

HCID 2427555-Chloro-8-nitroquinolineYield 73%

Procedure

In a similar fashion using route 7 general procedure 15, 5-chloroquinoline (1 g, 6.13 mmol), potassium nitrate (800 mg, 7.98 mmol) and H2SO4 (3 ml) and gave the title compound (926 mg, 73%). The structure was confirmed by 1H NMR.

Sources & evidence

ORD record
ord-9fe76b99c13f4b548ca51464548965d7
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…