Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Formamidine acetate | HCID 160693 | — |
| Reactant | Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate | HCID 16462971 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178524636 | HCID 178524636 | 16.3% |
Reaction Steps
To a solution of sodium (Z)-1,4-diethoxy-1,4-dioxobut-2-en-2-olate (55.0 g, 262 mmol) in H2O (500 mL) was added formimidamide acetate (27.3 g, 262 mmol) and NaOH (10.5 g). After addition, the resulting mixture was stirred at 25° C. for 16 h then concentrated and then acidified by added aqueous HCl (1N) until pH=1. The resulting solid was collected by filtration, washed with H2O and ether to give 6-hydroxypyrimidine-4-carboxylic acid (6.0 g, yield: 16.3%). 1H NMR (400 MHz, DMSO-d6) δ 12.89 (s, 1H), 8.24 (s, 1H), 6.83 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365519B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-62ef78ace93a45c4a99e9e0b9384c14a |
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| Source note | uspto-grants-2016_06 |
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