Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(((2-Aminoethyl)thio)methyl)-5-methylimidazole | HCID 665568 | — |
| Reactant | Methanimidic acid, N-cyano-, ethyl ester | HCID 9920370 | — |
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10561057 | HCID 10561057 | 65% |
Reaction Steps
To a solution of 4.88 g of 2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethanamine (prepared according to British Pat. No. 1,338,169 which is hereby incorporated by reference,) in 75 ml of absolute ethanol, are added 5.55 ml of triethylamine. Then 1.96 g of ethyl N-cyano-formimidate in 15 ml of ethanol are added dropwise under stirring and at room temperature (prepared according to Huffman and Schaefer "J.Org.Chem.",28, 1816, 1963). Stirring is continued for 1 hour, after which are added 2.5 ml of 8N HCl/ethanol. A white solid is separated, which is subsequently crystallized in ethanol, filtered off and dried in a vacuum dessicator in the presence of phosphorus pentoxide and sodium hydroxide. 2.9 g of N-cyano-N'-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]formamidine are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04600780 |
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| Source dataset | uspto-grants-1986_07 |
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| ORD ID | ord-4203c00b6f8c414d89b6142207332a99 |
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| Source note | uspto-grants-1986_07 |
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