HuagongsheHuagongshe Chemistry Print Report · For research reference only
Mafenide Hydrochloride → 4-[(3-Bromo-6-methyl-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-chloro-6-methyl-imidazo[1,2-a]pyrazine | HCID 58337100 | — |
| Solvent | Isobutanol | HCID 6560 | — |
| Product | 4-[(3-Bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide | HCID 58337164 | 75% |
Reaction Conditions
| Temperature | 108 °C |
|---|
Reaction Steps
To a solution of 3-bromo-8-chloro-6-methyl-imidazo[1,2-a]pyrazine (350 mg, 1.42 mmol) in iBuOH (3 mL) is added 4-aminomethyl-benzenesulfonamide hydrochloride (334 mg, 1.42 mmol) and DIPEA (0.49 mL, 2.82 mmol). The reaction is stirred at 108° C. for 16 h. After this time the solution is allowed to cool, resulting in a thick precipitate that is filtered and washed with diethyl ether to give 4-[(3-bromo-6-methyl-imidazo[1,2-a]pyrazin-8-ylamino)-methyl]-benzenesulfonamide as a beige solid (420 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362018B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-2e16b03effa64d279051b3834f338cb3 |
| Source note | uspto-grants-2013_01 |