HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(9,10-diphenylanthracen-2-yl)-1-methyl-2-phenyl-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-1-methyl-2-phenyl-1H-benzo[d]imidazole | HCID 23094080 | — |
| Reactant | 9,10-Diphenylanthracene-2-boronic Acid | HCID 23160215 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-(9,10-diphenylanthracen-2-yl)-1-methyl-2-phenyl-1H-benzimidazole | HCID 23160239 | 76.1% |
Reaction Steps
1.4 g (4.9 mmol) of 5-bromo-1-methyl-2-phenyl-1H-benzimidazole, 2.0 g (5.3 mmol) of 9,10-diphenylanthracene-2-boronic acid, and 0.11 g (0.097 mmol) of tetrakis(triphenylphosphine)palladium were dissolved into 20 mL of 1,2-dimethoxyethane. Then, 10 mL of a 2 M aqueous solution of sodium carbonate were added, and the whole was refluxed under heating for 8 hours in an argon atmosphere. After the completion of the reaction, the resultant was filtered, and the resultant solid was washed with water, methanol, and toluene to obtain 2.0 g of a greenish white solid (76% yield). Mass spectral analysis confirmed that the solid was a target product. The solid had an m/e of 536 with respect to a molecular weight of 536.23.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07833632B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-daf2e9649f8041b78829971139a7fdef |
| Source note | uspto-grants-2010_11 |