HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2,7-Bis(azocan-1-ylsulfonyl)anthracene-9,10-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 9,10-Dioxo-9,10-dihydro-anthracene-2,7-disulfonyl dichloride | HCID 23436603 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,7-Bis(azocan-1-ylsulfonyl)anthracene-9,10-dione | HCID 46851351 | 91% |
Reaction Conditions
| Temperature | -50 °C |
|---|
Reaction Steps
Anthraquinone-2,7-disulfonylchloride (1215 mg, 3 mmole) was dissolved in 100 mL DCM. The solution was cooled to −50° C. To this solution was added 1 mL (8 mmole) of heptamethyleneimine, followed by 1 mL of diisopropylethylamine. The reaction mixture was stirred at room temperature for 4 hrs. Solvent was evaporated and the residue was treated with 1N HCl, filtered off, washed with water and dried. Crude material was crystallized from chloroform-hexane to give 1.014 g (91%) of yellow compound 1-27. H1-NMR (CDCl3): 8.70 (2H, d, C1 and C8), 8.47 (2H, d, C4 and C5), 8.22 (2H, dd, C3 and C6), 3.22 (8H, m), 1.70 (20H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09446021B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-da534233dc754001b3cad2c5e06fde76 |
| Source note | uspto-grants-2016_09 |