HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenacyl bromide → 8-(4-(4-Bromophenyl)thiazol-2-yl)-3-methylimidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenacyl bromide | HCID 7454 | — |
| Reactant | 3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamide | HCID 3352880 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 8-(4-(4-Bromophenyl)thiazol-2-yl)-3-methylimidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one | HCID 49870518 | 81% |
Reaction Steps
3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamide (0.48 mmol) and 2,4′-dibromoacetophenone (0.48 mmol) were stirred in MeCN overnight at room temperature. A slight yellow solid persisted which was filtered off before the remaining mixture was purified by preparative thin layer chromatography, eluting with 10% MeCN/DCM, to give the title compound. Yield=81%. δH (DMSO-d6): 8.92 (1H, s), 8.39 (1H, s), 8.04 (2H, d, J=8.8), 7. (2H, d, J=8.8), 3.89 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024018B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a1c3fa3b00fe4c8ba3855531d8f9c6c2 |
| Source note | uspto-grants-2015_05 |