HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 5-(Benzimidazol-2-yl)-2-methyl-1-phenylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | 2-Methyl-1-phenyl-1H-benzimidazole-5-carboxylic acid | HCID 619926 | — |
| Product | 5-(Benzimidazol-2-yl)-2-methyl-1-phenylbenzimidazole | HCID 67497771 | 130.6% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A 2-neck flask (20 mL) equipped with reflux condenser was charged with 2-methyl-1-phenylbenzimidazole-5-carboxylic acid (see Synthesis Example 1-3) (0.15 g, 0.59 mmol) and polyphosphoric acid (approx. 2 g), and this was heated to 120° C. To this was added 1,2-diaminobenzene (0.09 g, 0.83 mmol), and this was heated to 160° C. and stirred under those conditions for 20 hours. After being allowed to cool to room temperature, ice was added and concentrated aqueous ammonia (28%) was added to the liquid to give approx. pH 9. The precipitated crystals were filtered off, these were washed with distilled water (approx. 3 mL, 2 times), and then dried to yield the title compound (0.25 g, quant.) as greenish pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829035B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-156a8ef85bdc4f06aee96f30263e6918 |
| Source note | uspto-grants-2014_09 |