HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399839Generated: October 29, 2026
p-Toluenesulfonic acid monohydrate → 1-benzyl-6-bromo-1H-benzo[d]imidazole
https://huagongshe.com/reaction/1399839
Participants
| Role | Name | HCID | Charge |
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| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | N1-benzyl-5-bromobenzene-1,2-diamine | HCID 65343042 | — |
| Solvent | Trimethyl orthoformate | HCID 9005 | — |
| Product | 1-benzyl-6-bromo-1H-benzo[d]imidazole | HCID 86729250 | — |
Reaction Steps
To a solution of N1-benzyl-5-bromobenzene-1,2-diamine (450 mg, 1.63 mmol) in HC(OMe)3 (15 mL) was added TsOH.H2O (30 mg, 0.16 mmol). The mixture was stirred at 100° C. for 4 h. The reaction solution was concentrated, and the residue was washed with water and extracted with EtOAc. The organic layer was concentrated to give the crude 1-benzyl-6-bromo-1H-benzo[d]imidazole. The crude product was used in next step without further purification. LCMS (m/z): 287.1/288.1 [M+H]+/[M+2H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906900B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-3d1269d722b148eabfafcf2ffa0b7d55 |
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| Source note | uspto-grants-2014_12 |
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