HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylate → Ethyl 2-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylate | HCID 25188 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Acetic acid, azido-, ethyl ester | HCID 69480 | — |
| Reactant | 2-Thiophenecarboxaldehyde, 5-chloro- | HCID 81700 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Ethyl 2-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 11629993 | — |
Reaction Steps
5-Chloro-thiophene-2-carbaldehyde was annulated according to Procedure H (aldehyde and azido-acetic acid ethyl ester added as ethanol solution (1.2 M of ester) such that reaction temperature maintained at 0-5° C.; reaction mixture allowed to warm to room temperature, stirred for 2 h, poured into cold saturated aqueous NH4Cl; after ether extractions, combined acrylate organic phases washed with water until aqueous phase was neutral; 0.5 M solution of crude acrylate heated for 1.5 h).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399601B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-e90220111d8d48189caf8e30aaf8883b |
| Source note | uspto-grants-2002_06 |