HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657987Generated: October 30, 2026
Sodium Iodide → N-Methoxy-N-methyl-3-morpholin-4-yl-5-(pentafluorosulfanyl)benzamide
https://huagongshe.com/reaction/657987
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | 3-Amino-N-methoxy-N-methyl-5-pentafluorosulfanylbenzamide | HCID 58085703 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-Methoxy-N-methyl-3-morpholin-4-yl-5-(pentafluorosulfanyl)benzamide | HCID 58136881 | 32% |
Reaction Steps
3-Amino-N-methoxy-N-methyl-5-(pentafluorosulfanyl)benzamide (O5.075; 6.3 g) was dissolved in DMF (80 ml), and cesium carbonate (10.1 g), sodium iodide (0.62 g) and bis(2-bromoethyl) ether (19.37 g) were added. The mixture was divided between 10 microwave vessels, each of which was heated to 130° C. for 3 h. Subsequently, the batches were combined and freed of solvent. The residue was taken up in EA and washed with water. The EA phase was dried and concentrated. The residue was purified using silica gel (120 g cartridge, n-heptane/EA gradient of 0-100% within 30 min). 2.48 g of the title compound were obtained. LC-MS rt: 1.41 min [M+H]+: 377.0 (met. a)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076336B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-3845910e227342dcbca83fc5c129f434 |
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| Source note | uspto-grants-2011_12 |
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