HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethylaniline → 10-(9H-Fluoren-2-ylcarbonyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 9H-fluorene-2-carboxylic acid | HCID 348591 | — |
| Reactant | 10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine | HCID 15547048 | — |
| Reactant | 9H-Fluorene-2-carbonyl chloride | HCID 17815629 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 10-(9H-Fluoren-2-ylcarbonyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine | HCID 68690693 | 95.4% |
Reaction Steps
A solution containing 1.84 g (0.01 mol) of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 2.28 g (0.01 mol) of 9H-fluorene-2-carbonyl chloride (generated via the reaction of 9H-fluorene-2-carboxylic acid and thionyl chloride) and 1.21 g (0.01 mol) of N,N-dimethylaniline in 125 mL of 1,4-dioxane was allowed to stand at room temperature for two hours. The reaction mixture was poured into 1 L of water, the precipitate was collected, washed with water and dried to provide the title compound (3.59 g). The material was recrystallized from acetone, m.p. 202-204° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678787B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-609afa89bb224a938f4c0c410a614c1e |
| Source note | uspto-grants-2010_03 |