HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → (+/-)-8-Methyl-7-(5-methyl-1,2,4-oxadiazol-3-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | (+/-)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbamidoxime | HCID 86593811 | — |
| Solvent | Water | HCID 962 | — |
| Product | (+/-)-8-Methyl-7-(5-methyl-1,2,4-oxadiazol-3-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine | HCID 22565454 | 50% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
A mixture of 3.0 g (7.82 mmol) of the starting material XXIV and 15 ml of acetic anhydride was stirred at 110° C. for 1 h, then after cooling it was diluted with water and extracted with dichloromethane. The organic layer was concentrated and the residue was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mire of n-hexane-ethyl acetate (2:1) as eluent to yield 1.58 g (50%) of the title compound; Mp.: 191-200° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858605B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-08cbedf087054ee4b40bcd82783a63bd |
| Source note | uspto-grants-2005_02 |