Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | o-Toluenesulfonyl chloride, 5-nitro- | HCID 8457 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178432451 | HCID 178432451 | — |
| Product | HCID 11826288 | HCID 11826288 | 51% |
Reaction Steps
1.4 g (10 mmol) of potassium carbonate are added to a solution of 1.7 g (7 mmol) of 2,5-dibromo-4-methyl-1H-imidazole in 40 ml of acetonitrile at room temperature. The mixture is stirred for 10 minutes at room temperature, and 1.7 g (7 mmol) of 2-methyl-5-nitro-benzenesulphonyl chloride are then added. Stirring is carried out for a further 20 hours at room temperature and the reaction mixture is then poured onto 100 ml of water. The mixture formed is extracted twice with 50 ml of diethylether in each case. The combined organic phases are dried over sodium sulphate and then evaporated down under reduced pressure. The remaining residue is chromatographed on silica gel using methylene chloride as mobile phase. 1.6 g (51% of theory) of 1-(2-methyl-4-nitro-benzenesulphonyl)-2,4-dibromo-5-methyl-1H-imidazole are obtained in this manner in the form of a colourless solid substance of melting point 187 to 189° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06262100B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-e7d35261b8dc4e7cb20e33dc94cae907 |
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| Source note | uspto-grants-2001_07 |
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