HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (E)-4-(methoxymethylene)-6-(1H-pyrrol-1-yl)isoquinoline-1,3(2H,4H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 6-(1H-Pyrrol-1-yl)isoquinoline-1,3(2H,4H)-dione | HCID 59300390 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | (E)-4-(methoxymethylene)-6-(1H-pyrrol-1-yl)isoquinoline-1,3(2H,4H)-dione | HCID 59299993 | 40% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
6-(1H-pyrrol-1-yl)isoquinoline-1,3(2H,4H)-dione (0.1 g, 0.442 mmol) is dissolved in acetic anhydride (0.6 mL), N,N-dimethylformamide (0.15 mL) and trimethyl orthoformate (0.1 mL, 0.919 mmol). After heating at 120° C. for 0.5 h, it is cooled and the solid is filtered and washed successively with acetic anhydride, ether and hexane to yield 47 mg (40%) solid of the title compound; mp 272-273° C.; HRMS (ESI) m/z calcd for C15H12N2O3 269.09207. found 269.09210 (M+H)+1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713994B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-37c4e083394c47dcb589e02a2c6639ea |
| Source note | uspto-grants-2010_05 |