HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2,3,4,5-Tetramethylpyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl 4,5-dimethyl-1H-pyrrole-2-carboxylate | HCID 137478 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Hydrogen iodide | HCID 24841 | — |
| Solvent | Phosphinic Acid | HCID 4124402 | — |
| Product | 2,3,4,5-Tetramethylpyrrole | HCID 70484 | 53% |
Reaction Steps
A solution of 2,3-dimethyl-5-carbethoxy-pyrrole (0.82 g) in acetic acid (10 ml), hydriodic acid (10 ml), hypophosphorous acid (2 ml) and paraformaldehyde (0.6 g) was stirred and heated at 100° under nitrogen for 3 hr. then poured into water. The mixture was made alkaline with ammonia and extracted with ether. The ether was evaporated and the residue distilled (65°, 15 mm) to give the product (53%) m.p. 105°-107°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04070366 |
| Source dataset | uspto-grants-1978_01 |
| ORD ID | ord-dd93da7e3dfb40c08e1b7917cb26e011 |
| Source note | uspto-grants-1978_01 |