HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25065Generated: October 25, 2026
Dimethylformamide → (+/-)-8-Methyl-7-(5-methyl-thiazol-2-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
https://huagongshe.com/reaction/25065
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (+/-)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine | HCID 12137394 | — |
| Reactant | 2-Bromo-1,1-dimethoxypropane | HCID 12293010 | — |
| Solvent | Water | HCID 962 | — |
| Product | (+/-)-8-Methyl-7-(5-methyl-thiazol-2-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine | HCID 12137424 | 66% |
Reaction Steps
A mixture of 1.50 g (3.90 mmol) of starting material I, 3.57 g (19.50 mmol) of 2-bromopropionaldehyde dimethyl acetal and 15 ml of dimethylformamide was stirred at 90° C. for 1.5 h. Then the reaction mixture was diluted with water and the crude product obtained was purified by column chromatography using silica gel (MN Kieselgel 60; Macherey-Nagel, Düren, Germany) as adsorbent and a mixture of toluene-ethyl acetate (16:1) as eluent to yield 1.08 g (66%) of the title compound; Mp.: 193-195° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06858605B2 |
|---|
| Source dataset | uspto-grants-2005_02 |
|---|
| ORD ID | ord-058eb0d520574b10a934d9faf9876303 |
|---|
| Source note | uspto-grants-2005_02 |
|---|