Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 178498870 | HCID 178498870 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 14305178 | HCID 14305178 | 33.3% |
Reaction Steps
A mixture of 123.6 parts of methyl 2-mercapto-1-[phenyl(2-pyridinyl)methyl]-1H-imidazole-5-carboxylate, 0.2 parts of sodium nitrite, 219 parts of nitric acid and 440 parts of water was stirred for 2 hours at room temperature. The reaction mixture was poured into water and the whole was treated with a sodium hydroxide solution (on an ice bath). The product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was crystallized twice: first from 2-propanone and then from 4-methyl-2-pentanone. The product was filtered off (the filtrates were set aside) and dried in vacuo at 70° C., yielding a first fraction of 37.2 parts (33.3%) of methyl 1-[phenyl(2-pyridinyl)methyl]-1H-imidazole-5-carboxylate; mp. 96.3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04770689 |
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| Source dataset | uspto-grants-1988_09 |
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| ORD ID | ord-37e9f4913b44469bb8ace423cf802f27 |
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| Source note | uspto-grants-1988_09 |
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