Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 1-(4-Iodophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylic acid | HCID 13084115 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 13084138 | HCID 13084138 | 47% |
Reaction Steps
To 50 ml of methanol, cooled to -5°, there is added dropwise 2.62 g (0.022 mol) of thionyl chloride (pot temperature maintained between -5° C. and 0° C.). The solution is stirred at 0° C. for 15 min and to it there is added 7.12 g (0.02 mol) of 1-(4-iodophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylic acid. (See Example 3). The suspension formed is stirred at room temperature for 3 days and to it there is added 200 ml of water. The suspension that forms is stirred at room temperature for 2 days and is vacuum filtered. The filter cake is air dried to afford 4 g of crude product. The crude product is suspended in 25 ml of chloroform and filtered. The filtrate is concentrated in vacuo to afford 3.5 g (47% yield) of product, mp 185°-187° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04345934 |
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| Source dataset | uspto-grants-1982_08 |
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| ORD ID | ord-172a615ecc1b4e15bfdf3ff7559cc6cb |
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| Source note | uspto-grants-1982_08 |
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