Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | STK017412 | HCID 302666 | — |
| Reactant | Ethanimidic acid, ethyl ester, hydrochloride (1:1) | HCID 2724290 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 13014260 | HCID 13014260 | 34.1% |
Reaction Steps
A solution of 19.3 g (0.1 mol) alpha-(2,6-dimethylphenylamino)acethydrazide and 14 g (0.11 mol) ethyl actimidate hydrochloride (Aldrich Chemical Co.) in 150 ml pyridine was heated under reflux for 9 hours. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure to give an oil. The oil was placed on 400 g silica gel in a chromatography column and eluted the following solvent systems: (1) petroleum ether, (2) petroleum ether/ethyl ether, (3) ethyl ether, and (4) ethyl ether/methanol. The crude product (11.5 g) was eluted from the column with the ethyl ether/methanol solvent system. Crystallization of the crude product from dichloromethane/ethyl ether gave 7.4 g of crystalline product, m.p. 134°-135° C. The product is tabulated in Table I as Compound No. 1-A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04648897 |
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| Source dataset | uspto-grants-1987_03 |
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| ORD ID | ord-446930e9530e4d54be7a01d63b6bfe3e |
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| Source note | uspto-grants-1987_03 |
|---|
