Nitric Acid → 6-Chloro-5-nitroquinoline

HRID 2423315Notes

Reaction equation

HRID 2423315 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][CH:10]=[CH:9]2>S(=O)(=O)(O)O>[Cl:5][C:6]1[C:7]([N+:1]([O-:4])=[O:2])=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][CH:10]=[CH:9]2

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 691636-Chloroquinoline

Product 1

HCID 40708006-Chloro-5-nitroquinoline

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

HNO3 (90%, 7 mL) was added to 6-chloro-quinoline (4.45 g) in concentrated sulfuric acid (21 mL) at 0° C. The mixture was stirred at 0° C. for 1 h and at room temperature overnight. The reaction mixture was poured into ice, and the solid product (24.1) was collected by filtration, washed with water and dried. MS ESI (pos.) m/z: 209.0 (M+H).

Workup

  1. additionThe reaction mixture was poured into ice
  2. filtrationthe solid product (24.1) was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-9afdc92489884111b6ab037d7acad126
Source dataset
uspto-grants-2011_06
Patent number
US07960567B2

Reaction notes

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