HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(5-Bromo-2,6-dimethoxy-pyrimidine-4-carbonyl)-5-methyl-benzonitrile → 3-(5-Bromo-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(5-Bromo-2,6-dimethoxy-pyrimidine-4-carbonyl)-5-methyl-benzonitrile | HCID 59184797 | — |
| Solvent | Acetyl bromide | HCID 10482 | — |
| Product | 3-(5-Bromo-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrile | HCID 59686848 | — |
Reaction Steps
To a solution of 3-(5-bromo-2,6-dimethoxy-pyrimidine-4-carbonyl)-5-methyl-benzonitrile (0.158 g, 0.436 mmol) in acetyl bromide (2.0 mL) was heated at 65° C. for 24 h. Reaction mixture was concentrated and flash column chromatography (silica gel, 0 to 80% ethyl acetate/hexane) to give a yellow film (0.0802 g, 55%). 1H NMR (300 MHz, CD3OD): δ 8.18 (s, 1H), 8.09 (s, 1H), 7.90 (s, 1H), 2.46 (s, 3H). Mass spectrum: 335.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106064B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-78c89ff558f54aa480e5595429dd5a2a |
| Source note | uspto-grants-2012_01 |