Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Heptane | HCID 8900 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 69135260 | HCID 69135260 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 45789404 | HCID 45789404 | 79.1% |
Reaction Steps
To a solution of 19 g (70 mmol) 6-bromo-1,2-dimethyl-4-nitro-1H-benzimidazole in 250 ml methanol were added 13.7 g (84 mmol) iron(III) chloride and 6 g activated charcoal. The reaction mixture was heated to 80° C. and 17 ml hydrazine hydrate (95%) were slowly added. After refluxing for 3 h, the hot reaction mixture was filtered through celite and the precipitate was washed with methanol and dichloromethane. The filtrate was evaporated to give a suspension, which was treated with n-heptane. The precipitate was collected, washed with n-heptane and dried in vacuo to give 13.3 g (79%) of the title compound as a white solid. m.p. 206-209° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07307084B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-d5663e43362d43889408e5f1ce22a0ed |
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| Source note | uspto-grants-2007_12 |
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