HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66965285, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3,5-Diamino-2-methylbenzoic acid | HCID 135524 | — |
| Reactant | 2,6-Dimethylbenzaldehyde | HCID 583841 | — |
| Reactant | Ytterbium triflate | HCID 2733225 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66965285 | HCID 66965285 | — |
Reaction Steps
To a solution of 3,4-diaminobenzoic acid methyl ester (5.2 g) and 2,6-dimethylbenzaldehyde (4.2 g) in DMSO (50 mL) was added Yb(OTf)3 (3.9 g). The mixture was stirred at room temperature for 18 h. The mixture was partioned between water and EtOAc and the aqueous layer was extracted with EtOAc. The combined organic layers were dried, filtered and concentrated to give 2-(2,6-dimethylphenyl)-3H-benzoimidazole-5-carboxylic acid methyl ester as a red solid; MS (ESI)m/z 281 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222248B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-f6a05284775848b99b831ff12ca99ff2 |
| Source note | uspto-grants-2012_07 |