HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178518578, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 89705333 | HCID 89705333 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 178518578 | HCID 178518578 | 90.7% |
Reaction Steps
To a solution of 4-fluoro-5-((4-bromo-2-chlorophenyl)amino)benzo[d][1,2,3]thiadiazole-6-carboxylic acid (100 mg, 0.25 mmol) in t-BuOH (5 mL) was added DPPA (103 mg, 0.37 mmol) followed by triethylamine (76 mg, 0.75 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 (90 mg, 90.7% yield). 1H NMR (400 MHz, DMSO-d6): δ 11.75 (s, 1H), 8.67 (s, 1H), 7.96 (d, 1H), 7.76 (d, 1H), 7.50 (t, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290468B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-0f680d37bdc84519b488f2d50871d602 |
| Source note | uspto-grants-2016_03 |