HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523715Generated: November 3, 2026
Methyl 4-acetamido-5-chloro-2-(prop-2-yn-1-yloxy)benzoate → methyl 6-chloro-5-acetamido-2H-chromene-8-carboxylate
https://huagongshe.com/reaction/1523715
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 4-acetamido-5-chloro-2-(prop-2-yn-1-yloxy)benzoate | HCID 10588933 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | 1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) | HCID 24670 | — |
| Product | methyl 6-chloro-5-acetamido-2H-chromene-8-carboxylate | HCID 54402287 | 64.8% |
Reaction Steps
A stirred solution of methyl 4-acetylamino-5-chloro-2-(prop-2-ynyloxy)benzoate (25 grams, 88.8 mmol, obtained in above step) in dowtherm A (127 mL) was heated to 220° C. for 3 hours. The reaction mixture was cooled to 60-70° C. and dumped in hexane. The solids precipitated were filtered and washed with hexane to obtain methyl 5-acetylamino-6-chloro-2H-chromene-8-carboxylate (16.2 grams).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09079894B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-3eabe743580548528b2f958784683d82 |
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| Source note | uspto-grants-2015_07 |
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