HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852940Generated: October 29, 2026
Dimethylformamide → HCID 58930429, compound
https://huagongshe.com/reaction/852940
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(3,4-dimethoxyphenyl)-4-iodobenzenesulfonamide | HCID 4586855 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | HCID 58930429 | HCID 58930429 | 14% |
Reaction Steps
A mixture of 223 (705 mg, 1.7 mmol), 1,2-phenylenediamine (199 mg, 1.84 mmol), Pd(OAc)2 (0.25 mmol, 15%) and 1,1′-bis(diphenylphosphino) ferrocene (160 mg, 0.29 mmol) was suspended in degassed DMF (10 mL), treated with Et3N (700 μL, 5.04 mmol), heated under CO atmosphere (balloon) for 18 h at 70° C. After evaporation of the DMF in vacuo, the residue was purified by flash chromatography (eluent AcOEt:hexane, 3:1) to give the title compound 224 (100 mg, 14% yield). 1H-NMR (CD3OD-d4), δ (ppm): 10.05 (s, 1H), 9.76 (s, 1H), 8.06 (d, J=8.3 Hz, 2H), 7.79 (d, J=7.8 Hz, 2H), 7.11 (bs, 1H), 6.94 (bs, 1H), 6.77-6.69 (m, 3H), 6.54 (bs, 2H), 4.91 (bs, 2H), 3.62 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253204B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-42e72a01374a4b25a870c31efb98a816 |
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| Source note | uspto-grants-2007_08 |
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