Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 54510249 | HCID 54510249 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 19433631 | HCID 19433631 | 76.6% |
Reaction Steps
5,5'-[(1,2-dioxo-1,2-ethanediyl)diimino]bis-1H-indole-2-carboxylic acid diethyl ester (220 mg, 0.48 mM) is suspended in pyridine (9 mL) and treated with 1N NaOH (1.5 mL). The milky mixture is heated to 60° C. under nitrogen. After 24 hrs N NaOH again added (1 mL) and the reaction heated another 3 hrs. The reaction is then neutralized by the addition of 1N HCl (2.5 mL) and concentrated to one-half volume at less than 20 torr. The residue is then treated with 1N HCl (50 mL) and centrifuged giving a residual slightly pink solid. This is is washed with water, centrifuged, and dried in the vacuum oven leaving the product 5,5'-[(1,2-dioxo-1,2-ethanediyl)diimino]bis-1H-indole-2-carboxylic acid (148 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05541339 |
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| Source dataset | uspto-grants-1996_07 |
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| ORD ID | ord-45a160d816e146e6868d641e557af927 |
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| Source note | uspto-grants-1996_07 |
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