HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857789Generated: October 31, 2026
2-(p-Tolyl)pyridine → 4-Pyridin-2-ylbenzaldehyde
https://huagongshe.com/reaction/1857789
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-(p-Tolyl)pyridine | HCID 78219 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | 1,1-Dimethylethyl 2-[[4-(2-pyridinyl)phenyl]methylene]hydrazinecarboxylate | HCID 53394985 | — |
| Reactant | 4-(Pyridin-2-yl)benzaldehyde hydrazone | HCID 67924513 | — |
| Product | 4-Pyridin-2-ylbenzaldehyde | HCID 1515240 | — |
| Product | 4-(Pyridin-2-yl)benzaldehyde hydrazone | HCID 67924513 | — |
Reaction Steps
The present inventors have found that 4-(pyridin-2-yl)benzaldehyde can be produced economically by reacting a salt of 2-(4-bromomethylphenyl)pyridine, 2-(4-dibromomethylphenyl)pyridine or a salt thereof, all of which being novel compounds, with hexamethylenetetramine and water, and further that a salt of 2-(4-bromomethylphenyl)pyridine, 2-(4-dibromomethylphenyl)pyridine and a salt thereof can be obtained by reacting a salt of 2-(4-tolyl)pyridine with a brominating agent. In addition, they have found that N-(tert-butoxycarbonyl)-N'-[4-(pyridin-2-yl)phenylmethylidene]hydrazine can be produced more economically and easily by reacting 4-(pyridin-2-yl)benzaldehyde hydrazone with di-tert-butyl dicarbonate, and that 4-(pyridin-2-yl)benzaldehyde hydrazone can be obtained from 4-(pyridin-2-yl)benzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06147218 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-7a1ca22266a3466fb98ca3ea57d31c15 |
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| Source note | uspto-grants-2000_11 |
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