Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | HCID 86709236 | HCID 86709236 | — |
| Solvent | Trimethyl orthoformate | HCID 9005 | — |
| Product | HCID 86709237 | HCID 86709237 | 85% |
Reaction Steps
Into a solution of N3-phenylbenzo[b]thiophene-2,3-diamine (16 g, 66.7 mmol) in trimethoxymethane (200 ml) was added formic acid (1.5 ml, 42.3 mmol) at room temperature. The reaction mixture was subsequently heated at 120° C. for 6 h. After cooling to room temperature, it was quenched with aqueous NaHCO3 solution and extracted with ethyl acetate. Upon evaporation off the solvent, the residue was purified by chromatography on silica gel with hexane/EtOAc (95/5, v/v) as eluent to yield 1-phenyl-1H-benzo[4,5]thieno[2,3-d]imidazole (9.0 g, 54%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09059412B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-116b7d2eaf404e4d9f83c14007d44fcb |
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| Source note | uspto-grants-2015_06 |
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