HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 69506691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 57447040 | HCID 57447040 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69506691 | HCID 69506691 | — |
Reaction Steps
3-(2-Propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanamide (3.9 g, 14 mmol) was treated with mCPBA (6.19 g, 26.9 mmol) followed by ammonium hydroxide (50 mL) and p-toluenesulfonyl chloride (4.6 g, 24 mmol) according to the method described in Part D of Example 8. The crude product was dissolved in methanol, and hydrogen chloride (1.25 mL of a 1 M solution in diethyl ether) was added. The resulting solid was isolated by filtration and dried overnight under high vacuum to provide 0.477 g of 3-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)propanamide hydrochloride as tan needles, mp 242-243° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697873B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-1b300ce76ce8410a856bf9c4ae2f6bd8 |
| Source note | uspto-grants-2014_04 |