Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 131718349 | HCID 131718349 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 19094274 | HCID 19094274 | 84% |
Reaction Steps
A mixture of 2-n-butyl-7-chloromethyl-1-(2-chlorophenyl)methyl-1H-benzimidazole, hydrochloride (1 g, 2.6 mmol) in dimethylsulfoxide (10 mL) was treated with sodium cyanide (153 mg, 3.12 mmol). The solid slowly went into solution, and after stirring for 3 hours at 25° C., the reaction was poured into water, some ammonium hydroxide solution was added and the resulting white precipitate was isolated to give 0.77 g of crude product; mp 122°-124° C. Crystallization from methylene chloride/hexane provided 0.68 g (84% of 2-n-butyl-1-(2-chlorophenyl)methyl-7-cyanomethyl-1H-benzimidazole; mp 124°-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05294631 |
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| Source dataset | uspto-grants-1994_03 |
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| ORD ID | ord-0fa7829aae624232b762801a70d52605 |
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| Source note | uspto-grants-1994_03 |
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