HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibromomethane → Rdea806
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | Dichloroacetic Acid | HCID 6597 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | 4-[[2-[[5-amino-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]acetyl]amino]-3-chloroBenzoic acid | HCID 57358966 | — |
| Catalyst | Benzyltriethylammonium bromide | HCID 165294 | — |
| Product | Rdea806 | HCID 16221816 | 34% |
Reaction Steps
Dichloroacetic acid (0.35 mL, 4.2 mmol) was added to a mixture of compound 6 (1.04 g, 2.1 mmol), benzyltriethyl ammonium bromide (1.65 g, 6.1 mmol) and sodium nitrite (2.9 g, 42.1 mmol) in dibromomethane (44 mL). The mixture was stirred at room temperature for 18 hours in the dark. The reaction mixture was then concentrated tad the resulting residue was purified by column chromatography (95% dichloromethane/5% methanol) to afford 393 mg 34% yield of 4-(2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetamido)-3-chlorobenzoic acid (7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106205B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-70b84c8b7096400980c225f134dea2b7 |
| Source note | uspto-grants-2012_01 |