HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514934Generated: October 27, 2026
Diethylamine → Methyl 3-amino-4-(2,6-dichlorophenylethynyl)-benzoate
https://huagongshe.com/reaction/1514934
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Methyl 3-amino-4-iodobenzoate | HCID 21628210 | — |
| Reactant | Benzene, 1,3-dichloro-2-ethynyl- | HCID 22271730 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Bis(acetonitrile)dichloropalladium | HCID 6093782 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-amino-4-(2,6-dichlorophenylethynyl)-benzoate | HCID 66966063 | — |
Reaction Steps
A mixture of methyl 3-amino-4-iodobenzoate (604 mg, 2.18 mmol) (from Example 3-4), 2,6-dichlorophenylacetylene (447 mg, 2.61 mmol), palladium (II) chloride bis(acetonitrile) (23 mg, 89 μmol), diethylamine (449 μL, 318 mg, 4.35 mmol), and copper (I) iodide (21 mg, 110 μmol) in acetonitrile (10 mL) was heated for 35 min at 120° C. in a microwave apparatus. The mixture was filtered, and the filtrate concentrated, then chromatographed using a gradient of 0-30% heptane/ethyl acetate to give methyl 3-amino-4-(2,6-dichlorophenylethynyl)-benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08222248B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-ccc0e3edc632437db918d2fabb7704a6 |
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| Source note | uspto-grants-2012_07 |
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