Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | HCID 19812269 | HCID 19812269 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86743945 | HCID 86743945 | 59% |
Reaction Steps
To a solution of ammonium acetate (1258 g) in methanol (8.54 l) were added 2-(1-ethoxycarbonyl-1-methylethoxyimino)propanedinitrile (854 g) and 28% ammonia water (568 ml). After the mixture was stirred at 20° C. for 15 hours, methanol was evaporated under reduced pressure. The residue was dissolved in a mixture of water (8 l) and tetrahydrofuran (8 l). After the aqueous layer was saturated with sodium chloride, the organic layer was separated and dried over magnesium sulfate. Acetic acid (368 g) was added to the solution, then the mixture was evaporated under reduced pressure, and the residue was triturated with diisopropyl ether (8 l) to give 2-cyano-2-(1-ethoxycarbonyl-1-methylethoxyimino)acetamidine acetate (689.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05108997 |
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| Source dataset | uspto-grants-1992_04 |
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| ORD ID | ord-177a790a6c2246f6b978da92af7800da |
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| Source note | uspto-grants-1992_04 |
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