Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4'-Bromomethylbiphenyl-2-sulfonic acid dimethylaminomethylenamide | HCID 54161706 | — |
| Reactant | HCID 178441882 | HCID 178441882 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67561440 | HCID 67561440 | 67.7% |
Reaction Steps
5 g of 2-butyl 4-(methylthio)1H-imidazole is dissolved in 120 cm3 of THF. 1.55 g of 50% sodium hydride dispersed in oil is then added slowly to the orange-coloured solution obtained. The temperature is increased to 25° C. The reaction medium is agitated for 30 minutes at this temperature then 14 g of 4'-bromomethyl N-[(dimethylamino)methylene](1,1'-biphenyl)2-sulphonamide is introduced. Agitation is carried out at ambient temperature until evolution is complete, that is for about 3 hours. The resultant product is taken up in water, extraction is carried out with ethyl acetate, followed by separation by chromatography on silica, eluting with ethyl acetate then impasting in iso ether, filtration and drying. In this way 9.35 g of the expected product (colourless crystals) is obtained. M.p.=148° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05977155 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-1baaab39228447aa844a3b07f68a9a16 |
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| Source note | uspto-grants-1999_11 |
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