Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,6-Dimethoxybenzoyl chloride | HCID 74810 | — |
| Reactant | 5-(3-Methylpentan-3-yl)-6H-1,3,4-thiadiazin-2-amine | HCID 13268204 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13268206 | HCID 13268206 | 4.1% |
Reaction Steps
Two grams of 2,6-dimethoxybenzoyl chloride dissolved in about 3 ml dichloromethane was added dropwise to a stirring solution of 1.99 g of 2-amino-5-(1-ethyl-1-methylpropyl)-6H-1,3,4-thiadiazine in 10 ml of pyridine. The mixture was stirred at room temperature for approximately 72 hours and poured into water. The product was extracted into ether and washed with water. The ether phase was dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The resulting oil was chromatographed over silica gel eluting with a 1:4 (v:v) mixture of ethyl acetate/toluene. Fractions containing the major component were combined and the solvent was evaporated therefrom to afford 0.15 g of N-[5-(1-ethyl-1-methylpropyl)-6H-1,3,4-thiadiazin-2-yl]-2,6-dimethoxybenzamide. mp=134°-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04436549 |
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| Source dataset | uspto-grants-1984_03 |
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| ORD ID | ord-171140e987c74216ad24763709204d0c |
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| Source note | uspto-grants-1984_03 |
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