HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 4H-Thieno[3,2-b]pyrrole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 292163 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4H-Thieno[3,2-b]pyrrole-5-carboxamide | HCID 18524389 | 38% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Add to 4H-thieno[3,2-b]pyrrole-5-carboxylic acid ethyl ester (1.74 gm, 8.9 mmol) and 7M ammonia in methanol (100 ml) in a steel bomb a chip of lithium hydroxide (0.1 gm). Seal the bomb and heat to 100° C. for 16 hrs. Cool to room temperature, and concentrate to remove the volatiles. Purify the crude product via flash chromatography (ISCO, silica cartridge, 40 gm, elute with methanol 0-5% in methylene chloride) to provide the title compound (560 mg, 38%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652046B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-ebce57f2521647f7b8df698e6a042283 |
| Source note | uspto-grants-2010_01 |