HCID 178476277, compound → HCID 178517113, compound

HRID 2248101Notes

Reaction equation

HRID 2248101 reaction equation
C(OCC([N:9]1[C:21]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=[C:13]([OH:22])[C:12]=2[N:11]=[CH:10]1)(C)C)(=O)C>Cl>[NH:9]1[C:21]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=[C:13]([OH:22])[C:12]=2[N:11]=[CH:10]1

Participants

3

Reactant 1

HCID 178476277HCID 178476277, compound

Product 1

HCID 178517113HCID 178517113, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 18.1 g (0.0605 mole) of 1-(2-acetoxy-1,1-dimethylethyl)-1H-imidazo[4,5-c]quinolin-4-ol and 500 mL of 6N hydrochloric acid was heated at its reflux temperature for one day and cooled to about 20° C. The solid salt, 1H-imidazo[4,5-c]quinolin-4-ol hydrochloride, was separated by filtration. The salt was neutralized by slurrying in saturated sodium bicarbonate solution. The solid was separated by filtration, dried, and further dried by twice repeated coevaporation with ethanol to provide tan solid 1H-imidazo[4,5-c]quinolin-4-ol. The structural assignment was supported by infrared and nuclear magnetic resonance spectral analyses and comparison with the spectra of the product from Example 29.

Workup

  1. temperaturereflux temperature for one day
  2. customThe solid salt, 1H-imidazo[4,5-c]quinolin-4-ol hydrochloride, was separated by filtration
  3. customThe solid was separated by filtration
  4. customdried
  5. dry with materialfurther dried by twice repeated coevaporation with ethanol

Sources & evidence

ORD record
ord-2e3d1213ce0448348d3e00aaea3d3271
Source dataset
uspto-grants-1991_08
Patent number
US05037986

Reaction notes

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