HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178512066, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Furonitrile | HCID 69245 | — |
| Reactant | 2-Amino-3,5-dibromopyrazine | HCID 620004 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 178512066 | HCID 178512066 | 72% |
Reaction Steps
A solution of 3,5-dibromo-pyrazin-2-ylamine (608 mg, 2.4 mmol), furan-2-carbonitrile (297 uL, 3.39 mmol) and AlCl3 (320 mg, 2.4 mmol) in dichloroethane (6 ml) was heated at 115° C. overnight. The reaction was cooled to room temperature and water (5 ml) was added. After 30 minutes, the resulting precipitate was collected and purified by column chromatography (SiO2, THF) to afford 595 mg (72%) of N-(3,5-dibromo-pyrazin-2-yl)-furan-2-carboxamidine as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 6.73 (dd, J=3.4, 1.8 Hz, 1H), 7.3 (dd, J=3.1 Hz, 1H), 7.98 (s, 1H), 8.49(s, 1H), 8.69 (br. s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674791B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-e652283c74b74d7c9aa07581e79364ed |
| Source note | uspto-grants-2010_03 |