Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Diethyl Maleate | HCID 5271566 | — |
| Reactant | HCID 5326129 | HCID 5326129 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57855907 | HCID 57855907 | 37% |
Reaction Steps
To a solution of 38.0 g (90.0 mmol) 2,3-bis-dibromomethyl-pyrazine and 70.0 g (400 mmol) diethyl maleate in 450 ml DMF is added 40.0 g (270.0 mmol) NaI and the mixture is heated at a temperature of 80° C. during 20 hours. After evaporation of the solvent, the residue is dissolved in 1000 ml t-butyl-methyl ether and washed with a 5% sodium thiosulfate solution and water (5 times). Evaporation of the solvent and purification of the residue with flash-chromatography yielded 9.1 g dark oil (37%). 1H-NMR (CDCl3, 400 MHz): 1.45 ppm (t, 6H), 4.45 (q, 4H), 8.5 (s, 2H), 9.0 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08580785B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-d94b3f08e1c2463e97f2fb4de46a4a7f |
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| Source note | uspto-grants-2013_11 |
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