Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate | HCID 319957 | — |
| Reactant | 2-Methylpropanimidamide hydrochloride | HCID 2782053 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178503587 | HCID 178503587 | 89.7% |
Reaction Steps
A solution of 2-methylpropanimidamide hydrochloride (7.0 g, described in Example 7) in dimethylformamide (15 mL) was added dropwise to a suspension of sodium hydride (3.0 g, 50% in mineral oil, prewashed with hexane) in dimethylformamide (15 mL) and the whole mixture was left at 25° C. for 1 hr. 2-Cyano-3,3-bis(methylthio)-2-propenoic acid, methyl ester (6.5 g) in dimethylformamide (15 mL) was then added dropwise, and the reaction mixture was stirred for an additional 4 hr at 25° C. Water (25 mL) was then added, and acidification with concentrated hydrochloric acid (10 mL) precipitated the product. The precipitate was collected and air dried to give the title compound (6.0 g): mp>260° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04505910 |
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| Source dataset | uspto-grants-1985_03 |
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| ORD ID | ord-76a9c31ad9f24d1c811245ad555a643c |
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| Source note | uspto-grants-1985_03 |
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