HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-Aminocarbonylamino-5-(2-naphthyl)pyrrole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trichloroacetyl isocyanate | HCID 76400 | — |
| Reactant | 2-Amino-5-(2-naphthyl)pyrrole-3-carboxamide | HCID 58294017 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Aminocarbonylamino-5-(2-naphthyl)pyrrole-3-carboxamide | HCID 46180988 | 58% |
Reaction Steps
Trichloroacetyl isocyanate (470 μL, 4.0 mmol) was added dropwise to a solution of 2-amino-5-(2-naphthyl)pyrrole-3-carboxamide (Reference compound No. 1-1, 1.0 g, 4.0 mmol) in anhydrous tetrahydrofuran (20 mL) at −30° C. over 5 minutes, and the whole was stirred for 1.5 hours. Furthermore, 2.0 M ammonia solution in methanol (20 mL, 40 mmol) was added thereto, and the whole was stirred at room temperature for 3 days. The precipitated solid was filtered off and washed with a mixed solvent of diethylether-ethanol (3:1) (20 mL). The obtained solid was dried at 40° C. under reduced pressure to give the target compound (0.67 g) as a pale gray solid (Yield 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088817B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-6678137894a949ada2e36686f4246276 |
| Source note | uspto-grants-2012_01 |