HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-[(2-Bromo-5-methoxy-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 2-Bromo-5-methoxyaniline | HCID 793016 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[(2-Bromo-5-methoxy-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione | HCID 68699062 | 91% |
Reaction Steps
A solution of 2-bromo-5-methoxy-phenylamine (16.1 g, 80 mmol), 2,2-dimethyl-[1,3]dioxane-4,6-dione (Meldrum's acid) (13.7 g, 95 mmol) and triethyl orthoformate (14.1 g, 95 mmol) in ethanol (82 ml) was heated to reflux for 2 hours then allowed to cool to room temperature. Filtration and drying in vacuo afforded a white solid (25.7 g, 91%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622481B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-93fe04187f30472582b9d69fcaac80e0 |
| Source note | uspto-grants-2009_11 |