HuagongsheHuagongshe Chemistry Print Report · For research reference only
Mafenide Hydrochloride → 4-[(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Mafenide Hydrochloride | HCID 67313 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Bromo-8-chloroimidazo[1,2-a]pyrazine | HCID 10059849 | — |
| Solvent | Isobutanol | HCID 6560 | — |
| Product | 4-[(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide | HCID 58337155 | 38% |
Reaction Conditions
| Temperature | 108 °C |
|---|
Reaction Steps
To a solution of 3-bromo-8-chloro-imidazo[1,2-a]pyrazine (2 g, 8.6 mmol) in iBuOH (5 ml) is added 4-aminomethyl-benzenesulfonamide hydrochloride (2.1 g, 9.5 mmol) and DIPEA (3.7 ml, 21.5 mmol). The reaction is heated to 108° C. and stirred for 16 h. After this time the solution is allowed to cool, resulting in a thick white precipitate. The precipitate is filtered and washed with diethyl ether to give 4-[(3-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide as a white solid (1.24 g, 38%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362018B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-cf175d8d049844909162d4a1d62323e6 |
| Source note | uspto-grants-2013_01 |