HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687633Generated: November 1, 2026
Iodine → 3-Iodo-5,5-dimethyl-8-nitro-1,3,4,5-tetrahydro-1-benzazepin-2-one
https://huagongshe.com/reaction/1687633
Participants
| Role | Name | HCID | Charge |
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| Reactant | Iodine | HCID 807 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | 5,5-Dimethyl-8-nitro-4,5-dihydro-1H-benzo[B]azepin-2(3H)-one | HCID 57853853 | — |
| Product | 3-Iodo-5,5-dimethyl-8-nitro-1,3,4,5-tetrahydro-1-benzazepin-2-one | HCID 67264356 | — |
Reaction Steps
5,5-Dimethyl-8-nitro-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (4.00 g, 0.0171 mol) in Methylene chloride (54 mL, 0.84 mol) was cooled to 0° C., treated with TMEDA (7.73 mL, 0.05 mol) then treated dropwise with TMSI (7.29 mL, 0.05 mol). The mixture was stirred at 0° C. for 60 min after which solid Iodine (6.50 g, 0.0256 mol) was added in one portion and the mixture stirred at 0° C. for 60 min. The reaction was quenched with 10% Na2S2O3. Title compound isolated as a beige solid. (5.43 g, 88%) LCMS 361 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148391B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-96826cc47f164fee8a4ddd19a11b2370 |
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| Source note | uspto-grants-2012_04 |
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