Acetone → HCID 58835305, compound

HRID 1187394Notes

Reaction equation

HRID 1187394 reaction equation
[CH3:1][C:2]([CH3:4])=O.[NH2:5][O:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:16]=[C:15]([NH2:24])[C:14]=2[N:13]=[C:12]1[CH2:25][CH2:26][CH2:27][CH3:28]>CO>[NH2:24][C:15]1[C:14]2[N:13]=[C:12]([CH2:25][CH2:26][CH2:27][CH3:28])[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][O:6][N:5]=[C:2]([CH3:4])[CH3:1])[C:23]=2[C:22]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N:16]=1

Participants

4

Reactant 2

HCID 180AcetoneHCID 68537588HCID 68537588, compound

Product 1

HCID 58835305HCID 58835305, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetone (444 mg, 7.65 mmol) was added to a solution of 1-[4-(aminooxy)butyl]-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (0.500 g, 1.53 mmol) in methanol (7 mL), and the reaction was stirred overnight at room temperature. The solvent was removed under reduced pressure and then firther dried under high vacuum to provide 358 mg of acetone O-[4-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]oxime as a white solid, mp 115-117° C.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customfirther dried under high vacuum

Sources & evidence

ORD record
ord-51c5df21db444397a7f86f040f636aeb
Source dataset
uspto-grants-2014_03
Patent number
US08673932B2

Reaction notes

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