HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1611934Generated: November 1, 2026
Triphenylarsine → 4-Methoxy-7-phenyl-benzooxazol-2-ylamine
https://huagongshe.com/reaction/1611934
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylarsine | HCID 11773 | — |
| Reactant | Tributylphenyltin | HCID 607632 | — |
| Reactant | (7-Iodo-4-methoxy-benzooxazol-2-yl)-carbamic acid methyl ester | HCID 23593642 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Tris(dibenzylideneacetone) dipalladium | HCID 9832798 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methoxy-7-phenyl-benzooxazol-2-ylamine | HCID 22252231 | 35.3% |
Reaction Steps
To a stirred solution of 820 mg (2.36 mmol) (7-iodo-4-methoxy-benzooxazol-2-yl)-carbamic acid methyl ester in 20 ml N,N-dimethylformamide were added 1.17 ml (3.58 mmol) phenyltri-n-butylstannane, 162 mg (0.18 mmol) tris(dibenzylideneacetone) dipalladium(0), 65 mg (0.21 mmol) triphenylarsine and 208 mg (1.09 mmol) copper(I) iodide. The mixture was heated at 80° C. for 16 h and then poured onto water and extracted three times with ethyl acetate. The combined organic phases were washed with brine, dried over sodium sulfate, and concentrated in vacuo. Flash chromatography (1/99 methanol/dichloromethane) followed by trituration in ether afforded 200 mg 4-methoxy-7-phenyl-benzooxazol-2-yl-amine as a white solid. ES-MS m/e (%): 241 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06992083B2 |
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| Source dataset | uspto-grants-2006_01 |
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| ORD ID | ord-a2c07edda6fd4cd68efd06c08424e761 |
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| Source note | uspto-grants-2006_01 |
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