HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612017Generated: October 29, 2026
p-Toluenesulfonic acid monohydrate → HCID 10110605, compound
https://huagongshe.com/reaction/612017
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 3-Amino-5-bromopyridine | HCID 817681 | — |
| Reactant | 4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile | HCID 10586676 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | HCID 10110605 | HCID 10110605 | — |
Reaction Steps
A mixture of 249 mg (1 mmole) of 3-cyano-4-chloro-6,7-dimethoxy quinoline, 346 mg (2 mmoles) of 3-amino-5-bromo pyridine and 20 mg (about 0.1 mmole) of p-toluenesulfonic acid monohydrate in 5 ml of 2-methoxy ethanol was stirred and refluxed in an oil bath at 153° C. for 7 hours. On cooling overnight to room temperature, the solid was filtered and washed with ethanol, then with ether to give 287 mg (74.5%) of N-[4-[(5-bromo-3--pyridinyl)amino]-6,7-dimethoxy-3-quinolinecarbonitrile, which melted at 272-275° C. mass spectrum (electrospray, m/e) M+H=384.9, 386.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06002008 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-9a1f6b0ad6734be282d1e999375b2984 |
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| Source note | uspto-grants-1999_12 |
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