Nitric Acid → 6-Methyl-5-nitroquinoline

HRID 1017128

Reaction equation

HRID 1017128 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2.S(=O)(=O)(O)O.[N+:17]([O-])([OH:19])=[O:18].[OH-].[Na+]>>[N+:17]([C:3]1[C:2]([CH3:1])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[N:8]2)([O-:19])=[O:18]

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 70596-MethylquinolineHCID 14798Sodium Hydroxide

Product 1

HCID 900096-Methyl-5-nitroquinoline

Procedure

2.45 mol of 6-methylquinoline were added to 1 l of concentrated sulfuric acid, and 2.94 mol of 65% strength nitric acid were added dropwise at from 0 to 10° C. The mixture was stirred for one hour, poured onto ice, adjusted to pH 2.5 using aqueous sodium hydroxide solution, filtered off with suction, washed with water and dried over magnesium sulfate.

Workup

  1. additionwere added dropwise at from 0 to 10° C
  2. additionpoured onto ice
  3. filtrationfiltered off with suction
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-fba0f63ffa8d41a3a1766704edbaa66d
Source dataset
uspto-grants-2002_11
Patent number
US06479436B1

Linked notes

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