Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Guanidine Hydrochloride | HCID 5742 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 22719997 | HCID 22719997 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178431816 | HCID 178431816 | 82% |
Reaction Steps
A mixture of sodium methoxide (4.28 g, 79.2 mmol), guanidine hydrochloride (7.58 g, 79.3 mmol) and N,N-dimethylformamide (70 ml) was stirred at room temperature for 1 hour, and then the insoluble material was filtered off. A solution of 2-ethoxycarbonyl-1,4-dimethyl-1H-indole-5-yl hydrogen sulfate pyridine salt (3.11 g, 7.92 mmol) in N,N-dimethylformamide (10 ml) was added to the filtrate, and the resulting mixture was stirred at room temperature for 7.5 hours. Water was added to the reaction mixture, followed by washing with chloroform. Subsequently, chloroform and then 2N hydrochloric acid were added and the solid thus precipitated was collected by filtration and washed with methanol to obtain 2.12 g of 2-[[[amino(imino)-methyl]amino]carbonyl]-1,4-dimethyl-1H-indol-5-yl hydrogen sulfate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06734205B2 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-037b4ad781624dda99ca11115e5c1d23 |
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| Source note | uspto-grants-2004_05 |
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