HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25070Generated: October 26, 2026
Dimethylformamide → (+/-)-7-(5,6-Dihydro-4-oxo-4H-1,3-thiazin-2-yl)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
https://huagongshe.com/reaction/25070
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl 3-bromopropionate | HCID 68320 | — |
| Reactant | (+/-)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine | HCID 12137394 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Product | (+/-)-7-(5,6-Dihydro-4-oxo-4H-1,3-thiazin-2-yl)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine | HCID 22565502 | 59% |
Reaction Steps
A mixture of 2.00 g (5.20 mmol) of the starting material I, 1.89 g (10.44 mmol) of ethyl 3-bromopropionate and 20 ml of dimethylformamide was stirred at 80-90° C. for 3 h. The reaction mixture was diluted with 25% sodium chloride solution and extracted with dichloromethane. After drying and concentration the crude product was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mixture of ethyl acetate-methanol (2:1) as eluent to yield 1.34 g (59%) of the title compound; Mp.: 220-221° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06858605B2 |
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| Source dataset | uspto-grants-2005_02 |
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| ORD ID | ord-6e91e6ae17d04701a181c4bd260236a7 |
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| Source note | uspto-grants-2005_02 |
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