Acetic Anhydride → HCID 178448615, compound

HRID 255565Notes

Reaction equation

HRID 255565 reaction equation
[CH2:1]([N:5]1[C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N+:10]([O-])=[CH:9][C:8]=2[N:7]=[CH:6]1)[CH:2]([CH3:4])[CH3:3].C(OC(=O)C)(=[O:21])C>>[CH2:1]([N:5]1[C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([OH:21])[C:8]=2[N:7]=[CH:6]1)[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 118315721-isobutyl-1H-imidazo[4,5-c]quinoline-5-oxide

Product 1

HCID 178448615HCID 178448615, compound

Procedure

To 70 ml of acetic anhydride was added 13.0 g (0.0539 mole) of 1-isobutyl-1H-imidazo[4,5-c]quinolin-5-oxide. The solution was heated on a steam bath for 10 minutes, then allowed to cool. The precipitate was separated by filtration, washed with ethanol, and dried. Recrystallization from N,N-dimethylformamide provided 1-isobutyl-1H-imidazo[4,5-c]quinoline-4-ol, m.p. >300° C. Analysis: Calculated for C14H15N3O: %C, 69.7; %H, 6.3; %N, 17.4; Found: %C, 69.8; %H, 6.4; %N, 17.6.

Workup

  1. temperatureThe solution was heated on a steam bath for 10 minutes
  2. temperatureto cool
  3. customThe precipitate was separated by filtration
  4. washwashed with ethanol
  5. customdried
  6. customRecrystallization from N,N-dimethylformamide

Sources & evidence

ORD record
ord-048d6df4d8a94b62adcdea29a003ecf8
Source dataset
uspto-grants-1987_10
Patent number
US04698348

Reaction notes

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