HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051453Generated: November 1, 2026
p-Toluenesulfonic acid monohydrate → 6-bromo-1-(4-methoxybenzyl)-1H-benzo[d]imidazole
https://huagongshe.com/reaction/1051453
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 5-bromo-N-(4-methoxybenzyl)benzene-1,2-diamine | HCID 65343343 | — |
| Solvent | Trimethyl orthoformate | HCID 9005 | — |
| Product | 6-bromo-1-(4-methoxybenzyl)-1H-benzo[d]imidazole | HCID 86729242 | 886.7% |
Reaction Steps
To a solution of 5-bromo-N-(4-methoxybenzyl)benzene-1,2-diamine (550 mg, crude) in HC(OMe)3 (20 mL) was added TsOH.H2O (30 mg, 0.16 mmol). The mixture was stirred at 100° C. for 4 h. The reaction solution was then concentrated and the residue was washed with water and extracted with EtOAc. The organic layer was concentrated to give the desired product (450 mg, 79% yield) and the crude product used in next step without further purification. LCMS (m/z): 318.1 [M+H]+
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-a05593659c7f4edbae89920f621473e6 |
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| Source note | uspto-grants-2016_07 |
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