Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 89536255 | HCID 89536255 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131732576 | HCID 131732576 | 82.8% |
Reaction Steps
1-5 (150 mg, 0.480 mmol) was suspended in CH2Cl2 (10 mL) and cooled to 0° C. To the mixture were added triphosgene (87.0 mg, 0.290 mmol) followed by Et3N (0.140 mL, 0.980 mmol). The mixture was stirred at room temperature for 2 h. The mixture was diluted with CH2Cl2, washed with saturated aqueous NaHCO3, brine and dried over Na2SO4. The residue was triturated with hexane to give 115 mg (82%) of 1-6 as a pale yellow solid: 1H NMR (400 MHz, DMSO-d6) δ 8.34 (1H, br s), 8.09 (2H, m), 8.04 (1H, dd, J=8.4, 0.8 Hz), 8.00 (2H, m), 7.68 (1H, dd, J=8.4, 1.6 Hz); ESI-MS m/z 290 [C16H7N3O3]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08980916B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-f2a9e94229d3485ba4a4cdf789515019 |
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| Source note | uspto-grants-2015_03 |
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