1-Bromopropane → HCID 21436737, compound

HRID 2397924Notes

Reaction equation

HRID 2397924 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[CH:9]2)([O-:3])=[O:2].[Br:14][CH2:15][CH2:16][CH3:17]>C(O)C>[Br-:14].[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N+:8]([CH2:15][CH2:16][CH3:17])=[CH:9]2)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 78401-BromopropaneHCID 690855-Nitroisoquinoline

Product 1

HCID 21436737HCID 21436737, compoundYield 48.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Nitroisoquinoline (10.0 g) and 1-bromopropane (7.8 g) were refluxed in ethanol (200 ml) for five days. On cooling to room temperature, a yellow powdery precipitate formed. This was collected by vacuum filtration and purified by recrystallization from ethanol to yield 8.2 g of the desired 5-nitro-2-n-propylisoquinolinium bromide as yellow, crystalline needles, m.p. 206.5°-209.5° C.

Workup

  1. customa yellow powdery precipitate formed
  2. filtrationThis was collected by vacuum filtration
  3. custompurified by recrystallization from ethanol

Sources & evidence

ORD record
ord-2cc1ce367f0e4f38a9172926aa45249f
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Reaction notes

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