HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 358843Generated: October 31, 2026
Methyl Acrylate → Methyl 2-acetamido-5-chlorocinnamate
https://huagongshe.com/reaction/358843
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Glycol monoethyl ether | HCID 8076 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | N-(4-chloro-2-iodophenyl)acetamide | HCID 15113903 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-acetamido-5-chlorocinnamate | HCID 54287744 | 74.1% |
Reaction Steps
To 100 ml of ethylene glycol monoethyl ether were added 10 g of 2-acetylamino-5-chloroiodobenzene, 3.96 g of anhydrous potassium acetate, 2.84 g of methyl acrylate, 5.8 mg of palladium acetate and 17.4 mg of triphenylphosphine. The resulting mixture was allowed to react at 130° C. for 8 hours under the stream of a nitrogen gas. The reaction solution was cooled to 50° C. and poured into 300 ml of water, and then a large amount of white crystal precipitated. This crystal was filtered off, washed with water and vacuum-dried to obtain 6.2 g of methyl 2-acetylamino-5-chlorocinnamate. The yield was 72.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04997972 |
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| Source dataset | uspto-grants-1991_03 |
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| ORD ID | ord-cebbaeae27b945938b0c1f366dc5ecb3 |
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| Source note | uspto-grants-1991_03 |
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