Nitric Acid → 6-Methyl-5-nitroquinoline

HRID 1385039

Reaction equation

HRID 1385039 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 0 to 10° C. The mixture was stirred for 1 hour, poured onto ice, adjusted to pH 2.5 with aqueous sodium hydroxide solution, filtered off with suction, washed with water and dried over magnesium sulfate.

Workup

  1. additionwere added dropwise at 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-fa9a47705e954ea291f0c63fe138790b
Source dataset
uspto-grants-2001_07
Patent number
US06262074B1

Linked notes

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