HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887789Generated: October 25, 2026
Hexane → Methyl (n-(5-chloro-2-propionylphenyl)-N-phenylcarbamoyl)formate
https://huagongshe.com/reaction/1887789
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl chloroglyoxylate | HCID 79846 | — |
| Reactant | 1-(4-Chloro-2-phenylamino-phenyl)-propan-1-one | HCID 70816614 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl (n-(5-chloro-2-propionylphenyl)-N-phenylcarbamoyl)formate | HCID 70816656 | 87.6% |
Reaction Steps
To a solution of 1-(4-chloro-2-phenylamino-phenyl)-propan-1-one (13.0 g, 50.2 mmol) in toluene (150 mL) was added methyl chlorooxoacetate (42.86 g, 350.0 mmol) at room temperature under nitrogen. The reaction mixture was heated at reflux at 110° C. for 16 hr. Completion of the reaction was monitored by silica TLC (mobile phase; hexane:ethyl acetate=1:1; Rf=0.5). The reaction mixture was concentrated under vacuum to afford 15.2 g (87.6% crude yield) of N-(5-chloro-2-propionyl-phenyl)-N-phenyl-oxalamic acid methyl ester. The crude product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501732B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-d8fb32f5730d4ecaa7e2e137302bf31b |
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| Source note | uspto-grants-2013_08 |
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