HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201976Generated: October 29, 2026
Hydrochloric Acid → (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide
https://huagongshe.com/reaction/2201976
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chloro-6-methylaniline | HCID 6897 | — |
| Reactant | 3-Ethoxy-2-propenoyl chloride | HCID 3014429 | — |
| Reactant | 2-Amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide | HCID 21911644 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide | HCID 44557928 | — |
Reaction Steps
PCT Publication No. WO 2005/077945 provides a process for the preparation of 2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide (Formula 1c) which involves adding 3-ethoxyacryloyl chloride to a cold stirring solution of 2-chloro-6-methylaniline and pyridine in tetrahydrofuran at a temperature of 0° C. to 5° C. The mixture thus obtained was then warmed, stirred for 2 hours at 20° C., and hydrochloric acid was added at 0° C. to 10° C. The mixture was diluted with water and the resulting solution was concentrated under vacuum to a thick slurry. The slurry was diluted with toluene and stirred for 15 minutes at 20° C. to 22° C. then for 1 hour at 0° C. to obtain (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365526B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-b764e129ab624b36a971cb67d05d1966 |
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| Source note | uspto-grants-2016_06 |
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