HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4514Generated: October 26, 2026
Potassium Carbonate → 3-Chloro-4-[(5-chloropyrimidin-2-yl)oxy]aniline
https://huagongshe.com/reaction/4514
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Amino-2-chlorophenol | HCID 77578 | — |
| Reactant | 2,5-Dichloropyrimidine | HCID 590641 | — |
| Reactant | N-(2-nitrobenzoyl)-N'-[3-chloro-4-(5-chloro-2-pyrimidinyloxy)phenyl]urea | HCID 13771441 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Chloro-4-[(5-chloropyrimidin-2-yl)oxy]aniline | HCID 14097091 | — |
Reaction Steps
N-(2-nitrobenzoyl)-N'-[3-chloro-4-(5-chloro-2-pyrimidinyloxy)phenyl]urea (1) Into a flask, 1.50 g of 2,5-dichloropyrimidine, 1.45 g of 4-amino-2-chlorophenol, 2.76 g of potassium carbonate and 15 ml of dimethylsulfoxide, were introduced, and reacted in a nitrogen atmosphere at 100° C. for 1.5 hours under stirring. After the completion of the reaction, the product was poured into water, and extracted with diethyl ether. The extract was washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The crude product thereby obtained was purified and isolated by silica gel column chromatography to obtain 2.20 g of 3-chloro-4-(5-chloro-2-pyrimidinyloxy)aniline having a melting point of from 95 to 96° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04727077 |
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| Source dataset | uspto-grants-1988_02 |
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| ORD ID | ord-9d1b517cc1984e3fb05e9d6f78f2916e |
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| Source note | uspto-grants-1988_02 |
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