HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carbonitrile | HCID 68576366 | — |
| Product | 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acid | HCID 68574531 | 93% |
Reaction Steps
A solution of 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carbonitrile (3.82 g, 14.5 mmol, STEP 3) and potassium hydroxide (85%, 10.2 g, 15.4 mmol) in ethylene glycol (50 mL) was heated to 170° C. for 20 minutes in the microwave synthesizer (Biotage, Emrys Optimizer). After cooling to room temperature, the mixture was acidified with 2M hydrochloric acid aqueous solution (pH=3). The precipitated solid was collected by filtration to afford the title compound as a white solid (3.83 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723321B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-dbfc30294c3d4fac93e67a92d26653cf |
| Source note | uspto-grants-2010_05 |