HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1031458Generated: November 4, 2026
1-Piperazinecarboxylic acid, ethyl ester → 6-[4-(4-ethoxycarbonyl-piperazin-1-yl)-3-nitro-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone
https://huagongshe.com/reaction/1031458
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Piperazinecarboxylic acid, ethyl ester | HCID 8431 | — |
| Reactant | 6-(4-chloro-3-nitrophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one | HCID 2874432 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-[4-(4-ethoxycarbonyl-piperazin-1-yl)-3-nitro-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone | HCID 14459462 | 76.6% |
Reaction Steps
24.5 ml (168 mmol) of 1-ethoxycarbonylpiperazine are added to a solution of 15.0 g (56 mmol) of 6-(4-chloro-3-nitro-phenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone in 50 ml of dimethyl formamide and the solution is stirred at a reaction temperature of 100° C. for 3 hours. When the reaction mixture is cold, it is poured out on 300 ml of ice water with vigorous stirring. The precipitated solid is suction filtered, washed with a small quantity of ethanol and diethyl ether and recrystallized from 500 ml of ethanol. 16.7 g (76%) of orange yellow crystals, m.p. 140° to 142° C., are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04954501 |
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| Source dataset | uspto-grants-1990_09 |
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| ORD ID | ord-71bb36824dad4bac9481fd977d6a916e |
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| Source note | uspto-grants-1990_09 |
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