Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isovaleric Acid | HCID 10430 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | HCID 54016649 | HCID 54016649 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 13178433 | HCID 13178433 | 92.5% |
Reaction Steps
Into 40 ml of anhydrous pyridine, was dissolved 1.5 g of isovaleric acid. To the solution, while being cooled in ice, was added 3.7 g of DCC and the resulting mixture was stirred for 30 minutes. After addition of 3.9 g of 4-amidino-2-methoxyphenol methanesulfonate, the mixture was stirred overnight at room temperature. The precipitate which was formed was separated by filtration and washed with pyridine. Ethyl ether was added to the filtrate to precipitate colorless crystals. The crystals were washed with ethyl ether, dissolved in DMF, and recrystallized by adding ethyl ether. The crystals were further purified by recrystallizing from an ethanol-ethyl ether mixture to obtain 3.4 g of colorless flaky crystals of 4-amidino-2-methoxyphenyl isovalerate methanesulfonate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04514416 |
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| Source dataset | uspto-grants-1985_04 |
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| ORD ID | ord-66b76168168c48aaa43a1feaa1a9c3b8 |
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| Source note | uspto-grants-1985_04 |
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