Acridine → HCID 22913947, compound

HRID 1656305Notes

Reaction equation

HRID 1656305 reaction equation
[IH:1].[CH:2]1[C:15]2[C:6](=[N:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1>C(O)C>[I-:1].[CH:2]1[C:15]2[C:6](=[NH+:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9215AcridineHCID 24841Hydrogen iodide

Product 1

HCID 22913947HCID 22913947, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Conditions

Temperature
55 °C

Procedure

Dropwise addition takes place of 1.5 g (7.5 mmole) of 65% hydroiodic acid to a 1.35 g (7.5 mmole) solution of acridine in 20 ml of ethanol. Towards the end of the addition an orange precipitate appears. Ethanol is then added accompanied by heating to 50 to 60° C. until the said precipitate has completely dissolved (approximately 20 ml of ethanol). Cooling takes place in the refrigerator and the acridinium iodide is filtered. In this way 2.2 g of a redorange monocrystalline solid are recovered corresponding to a 96% yield.

Workup

  1. additionDropwise addition
  2. additionTowards the end of the addition an orange precipitate
  3. temperatureCooling
  4. filtrationthe acridinium iodide is filtered
  5. customIn this way 2.2 g of a redorange monocrystalline solid are recovered corresponding to a 96% yield

Sources & evidence

ORD record
ord-870cdb960e0840da9dcd554cf59579b2
Source dataset
uspto-grants-1993_10
Patent number
US05254478

Reaction notes

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