Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isoniazid | HCID 3767 | — |
| Reactant | HCID 178467425 | HCID 178467425 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178465646 | HCID 178465646 | — |
Reaction Steps
1-[4-((1R,2S,3R)-1,2,3,4-Tetrahydroxy-butyl)-1H-imidazol-2-yl]-ethanone (168 mg, 0.73 mmol) was suspended in ethanol (4 ml) and water (1 ml). Isonicotinic hydrazide (110 mg, 0.80 mmol, 1.1 eq.) and hydrochloric acid (one drop, 12 N) were added, and the suspension was stirred at 55° C. for 24 hours. LCMS analysis indicated the formation of the product and the absence of starting material. The reaction mixture was cooled to room temperature, and partially concentrated in vacuo. The resulting white precipitate was collected and washed with ethanol to yield the product, as one apparent isomer, as a white solid: 136 mg (75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093267B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-970fc718c48343c0be24b13502ea9bb1 |
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| Source note | uspto-grants-2012_01 |
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