HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051463Generated: October 31, 2026
p-Toluenesulfonic acid monohydrate → 6-bromo-1-phenyl-1H-benzo[d]imidazole
https://huagongshe.com/reaction/1051463
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 5-bromo-N1-phenylbenzene-1,2-diamine | HCID 12930170 | — |
| Solvent | Trimethyl orthoformate | HCID 9005 | — |
| Product | 6-bromo-1-phenyl-1H-benzo[d]imidazole | HCID 20266860 | — |
Reaction Steps
To a solution of 5-bromo-N1-phenylbenzene-1,2-diamine (650 mg, 2.47 mmol) in HC(OMe)3 (15 mL) was added TsOH.H2O (38 mg, 0.2 mmol). The mixture was stirred at 100° C. for 4 h. Upon completion, the reaction solution was concentrated, the residue was extracted with EtOAc and washed with water. The organic layer was concentrated to give the crude 6-bromo-1-phenyl-1H-benzo[d]imidazole which was used in next step without further purification. LCMS (m/z): 273.1/274.1 [M+H]+/[M+2H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388173B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-6c92c3c223e14c40ba4433ce10fb6d21 |
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| Source note | uspto-grants-2016_07 |
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