Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Hydrate;hydrochloride | HCID 21885828 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 69483040 | HCID 69483040 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69282594 | HCID 69282594 | 47% |
Reaction Steps
Intermediate 30 (500 mg, 1.99 mmol) was suspended in mixture of concentrated hydrochloric acid: water (1: 1) (20 ml) and stirred at 50° C. for 30 min. The suspension was cooled to 0° C. and a solution of sodium nitrite (161 mg, 2.33 mmol) in water (2 ml) was added dropwise in 15 min. The reaction was stirred for 30 min. at 0-5° C. and then neutralized to neutral pH with saturated sodium carbonate solution The reaction suspension was then added to a pre-cooled solution of CuCN (174 mg, 1.99 mmol) and NaCN (238 mg, 4.86 mmol) in water (10 ml). The reaction was allowed to come to room temperature for 2 h. The reaction mixture was then poured into water (100 ml) and the solid was filtered and then purified by column chromatography using 15% ethyl acetate-chloroform as the eluent to obtain 250 mg of the product as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238725B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-4aa6c62d61754db996a597fcb6aa383a |
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| Source note | uspto-grants-2007_07 |
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