Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | HCID 18379878 | HCID 18379878 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 18379816 | HCID 18379816 | 33% |
Reaction Steps
To a solution of 7-chloro-5-(2-imidazolin-2-ylamino)benzimidazole (0.61 g, 2.6 mmol) in 10 ml of AcOH was added 0.3 ml of Br2. Resulting reaction mixture was stirred for 12 h at 25° C. and concentrated in vacuo, yielding an oil, which was subjected to column chromatography (NH3 sat'd 30% MeOH/EtOAc) to yield 0.23 g (0.85 mmol, 33%) of the desired product. The product obtained was converted to the fumarate salt and recrystallized from MeOH to afford 0.12 g (12%) of the product as a light yellow solid: mp 244-246° C.; Anal. Calc. for C10H9N5BrCl. 1.0C4H4O4.0.5H2O requires C, 37.77; H, 3.17; N,18.35. Found: C, 37.75; H, 3.08; N, 18.21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06316637B1 |
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| Source dataset | uspto-grants-2001_11 |
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| ORD ID | ord-b271faa2c5114844b7f548e0af9603ee |
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| Source note | uspto-grants-2001_11 |
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