HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306818Generated: November 1, 2026
Ammonium Chloride → ETHYL 2-CHLORO-3-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE
https://huagongshe.com/reaction/2306818
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Acetic acid, azido-, ethyl ester | HCID 69480 | — |
| Reactant | 1-Hydroxyethyl radical | HCID 119440 | — |
| Reactant | 5-Chloro-4-methylthiophene-2-carbaldehyde | HCID 22610271 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ETHYL 2-CHLORO-3-METHYL-4H-THIENO[3,2-B]PYRROLE-5-CARBOXYLATE | HCID 11521594 | — |
Reaction Steps
5-chloro-4-methyl-thiophene-2-carbaldehyde was annulated according to Procedure H (aldehyde and azido-acetic acid ethyl ester was added as ethanol solution (1 M of ester) to −20° C. ethoxide solution; allow to warm to 10° C. over 2 h, 10° C. 2 h; reaction poured into cold saturated aqueous NH4Cl; after ether extraction, acrylate organic phase washed with water until aqueous phase was neutral; solution of crude acrylate added to refluxing xylenes over 5 min and then heated at reflux).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06828343B2 |
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| Source dataset | uspto-grants-2004_12 |
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| ORD ID | ord-7e9cd9fff43c445c94776a080fcfd485 |
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| Source note | uspto-grants-2004_12 |
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