HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776070Generated: November 3, 2026
2-Bromotoluene → Benzenamine, 2-methyl-N-(2-methylphenyl)-
https://huagongshe.com/reaction/1776070
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromotoluene | HCID 7236 | — |
| Reactant | O-Toluidine | HCID 7242 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Benzenamine, 2-methyl-N-(2-methylphenyl)- | HCID 136423 | 89.7% |
Reaction Steps
A mixture of o-toluidine (6.05 g, 56.5 mmol), 1-bromo-2-methylbenzene (8.5 g, 50 mmol), Pd(dppf)Cl2 and sodium tert-butoxide (9.6 g, 0.1 mmol) in toluene (120 mL) was degassed and heated at about 100° C. overnight. The mixture was purified by flash column using eluents of hexanes/dichloromethane 2:1 to give a white solid (Compound 9) (8.84 g, in 89.7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09263681B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-d1c063c2601e4510a908a76ea9aaff91 |
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| Source note | uspto-grants-2016_02 |
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