Nitric Acid → HCID 178526475, compound

HRID 1587418Notes

Reaction equation

HRID 1587418 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[C:7]2[C:8](=[N:12][C:13]3[C:14]=2[NH:15][C:16]2[C:21]([CH:22]=3)=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:9]=[CH:10][CH:11]=1>>[Cl:5][C:6]1[C:7]2[C:8](=[N:12][C:13]3[C:14]=2[NH:15][C:16]2[C:21]([CH:22]=3)=[CH:20][C:19]([N+:1]([O-:4])=[O:2])=[CH:18][CH:17]=2)[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 178477968HCID 178477968, compound

Product 1

HCID 178526475HCID 178526475, compoundYield 84%

Procedure

Fuming nitric acid (d=1.42) was added dropwise to 6-chloroindolo[3,2-b]quinoline 2.52 g (0.01 mol) at 0° C. The resulting mixture was left overnight at room temperature and then poured into ice water. Deposited crystals were collected by filteration, washed with an aqueous solution saturated with KHCO3 and recrystallized from tetrahydrofuran and CH2Cl2 to obtain 6-chloro-2nitroindolo[3,2-b]quinoline (melting point: 280° to 290° C. (decomp.)) 2.50 g (yield: 84%).

Workup

  1. customDeposited crystals were collected by filteration
  2. washwashed with an aqueous solution saturated with KHCO3
  3. customrecrystallized from tetrahydrofuran and CH2Cl2

Sources & evidence

ORD record
ord-dfe2d3d8887d4987935dd370851c767b
Source dataset
uspto-grants-1993_06
Patent number
US05217961

Reaction notes

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