Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycerol | HCID 753 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3-(2-(Dimethylamino)ethoxy)-4-methoxyaniline | HCID 10560398 | — |
| Product | HCID 53932050 | HCID 53932050 | 51% |
Reaction Steps
3-(2-Dimethylaminoethoxy)-4-methoxyaniline (D14, 200 mg) was treated with glycerol (133 mg) and iodine (5 mg) and to this stirring mixture was added dropwise, concentrated sulphuric acid (267 mg). After the initial exothermic reaction had subsided, the mixture was heated at 180° C. for 1.5 hr. The reaction mixture was cooled and partitioned between 40% aqueous sodium hydroxide and ethyl acetate, the organic phase was dried (Na2SO4) and the solvent evaporated under reduced pressure to leave the title compound as a brown oil (19 mg, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05889022 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-d4ed40d943f74703b7f5099c2758b6f2 |
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| Source note | uspto-grants-1999_03 |
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