Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Peracetic Acid | HCID 6585 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 18783975 | HCID 18783975 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18783977 | HCID 18783977 | 83% |
Reaction Steps
0.15 g (0.423 mmol) of 1-[4-(tert-butoxycarbonylamino)butyl]-2-methyl-1H-imidazo[4,5-c]quinoline) was dissolved in a mixed solvent of 5 ml of ethyl acetate and 5 ml of chloroform and 0.11 ml (0.508 mmol) of 32% peracetic acid was added thereto. The mixture was heated at 50° C. and stirred for 3 hours. After the reaction mixture was poured into a sodium hydrogencarbonate aqueous solution, the resulting solution was extracted with chloroform, dried (Na2SO4), then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1 (v/v)) to obtain 0.13 g (0.351 mmol) of 1-[4-(tert-butoxycarbonylamino)butyl]-2-methyl-1H-imidazo[4,5-c]quinoline-5-oxide shown below as a white solid. ##STR59## Its spectroscopic data are as follows: IR (KBr) cm-1 : 3230, 2980, 1710, 1540, 1440, 1370, 1280, 1170, 880, 770.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06069149 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-f25c430cbb294283ad91cb9ad40159a1 |
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| Source note | uspto-grants-2000_05 |
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