HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178518579, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 89705389 | HCID 89705389 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 178518579 | HCID 178518579 | 83.9% |
Reaction Steps
To a solution of 4-fluoro-5-((2-fluoro-4-iodophenyl)amino)benzo[d][1,2,3]thiadiazole-6-carboxylic acid (120 mg, 0.30 mmol) in t-BuOH (10 mL) was added DPPA (48 mg, 0.45 mmol) followed by triethylamine (60 mg, 0.60 mmol). The mixture was heated under reflux for 3 h and allowed to slowly warm to room temperature. The solvent was removed in vacuo and the resultant crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 2:1, v/v). The corresponding product was obtained (100 mg, 83.9% yield). 1H NMR (400 MHz, DMSO-d6): δ 12.14 (s, 1H), 8.01-7.99 (m, 1H), 7.89 (s, 1H), 7.83 (m, 1H), 7.59-7.55 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290468B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-a07382c3dd1f4978acc52163bae31736 |
| Source note | uspto-grants-2016_03 |