HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1589525Generated: November 1, 2026
Dimethylformamide → 4-Chloro-2-(1,1-dimethylethyl)-5-[1-(4-methylphenyl)ethoxy]-3(2H)-pyridazinone
https://huagongshe.com/reaction/1589525
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(1-Chloroethyl)-4-methylbenzene | HCID 524242 | — |
| Reactant | 2-tert-Butyl-4-chloro-5-hydroxypyridazin-3(2H)-one | HCID 54686946 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Chloro-2-(1,1-dimethylethyl)-5-[1-(4-methylphenyl)ethoxy]-3(2H)-pyridazinone | HCID 15590111 | 48.1% |
Reaction Steps
1.5 g of anhydrous potassium carbonate and 1.3 g of 4-(α-chloroethyl)toluene were added to 1.5 g of 2-tert.-butyl-4-chloro-5-hydroxy-3(2H)-pyridazinone dissolved into 10 ml of N,N-dimethylformamide, and the resulting mixture was heated under stirring in an oil bath of 80° to 110° C. for 4 hours. After being allowed to cool to room temperature, 100 ml of water was added to the reaction mixture, followed by stirring. Oily matter separated from the reaction mixture was extracted with 50 ml of chloroform. The aqueous layer was extracted with 30 ml of chloroform again, the chloroform layers were combined, washed with water, and dried over anhydrous sodium sulfate. Chloroform was distilled off under reduced pressure, and the residue was recrystallized from isopropyl ether-petroleum ether mixer to obtain 1.1 g of the intended compound (Compound No. 1.78) having m.p. 104°-105.5° C. (yield: 48.1%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04571397 |
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| Source dataset | uspto-grants-1986_02 |
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| ORD ID | ord-d316ebea6fcf407aaaaae4c8110d334c |
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| Source note | uspto-grants-1986_02 |
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