HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(2-aminophenyl)-3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide → HCID 135985849, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(2-aminophenyl)-3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide | HCID 66831769 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 135985849 | HCID 135985849 | 3% |
Reaction Steps
A solution of N-(2-aminophenyl)-3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide (300 mg) in 3N HCl (15 mL) was heated at 90° C. overnight. After cooling to room temperature, the mixture was concentrated to dryness under high vacuum and the residue was dissolved in MeCN:MeOH. Triethylamine (170 μL) was added to the solution and the crude product was absorbed on silica and purified by flash chromatography using DCM:MeOH (95:5) as eluent to give 8 mg of the pure title compound as a green solid (3% yield). δH (DMSO d6): 13.0 (1H, s), 8.99 (1H, s), 7.73-7.75 (1H, d, J=7.5), 7.56-7.58 (1H, d, J=7.5), 7.23-7.27 (2H, m), 3.90 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024018B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a455c188eda345e89549db10fe1af8dd |
| Source note | uspto-grants-2015_05 |