Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Choline, hydroxide | HCID 31255 | — |
| Reactant | HCID 178433875 | HCID 178433875 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178433876 | HCID 178433876 | 87% |
Reaction Steps
2-(3,4-Dimethylphenyl)-4-{[2-hydroxy-3′-(1H-tetrazol-5-yl)biphenyl-3-yl]-hydrazono}-5-methyl-2,4-dihydropyrazol-3-one, 1.1 g of crude orange solid, in 7 mL of ethyl acetate and 12 mL of ethanol (190 proof) was stirred at approximately 40° C. To this suspension 2.5 ml of choline hydroxide (1N) solution in methanol was added resulting in a dark orange brown solution. Water (1 ml) was added to the dark solution and the mixture stirred at approx. 35° C. for approx. 3 hours. During this time, precipitation was seen in the solution. The suspension was stirred for another 72 hours at approx. 20° C., and then the solid was isolated by filtration and dried at approx. 40° C. over 12 hours to yield 1.2 gram (87% yield) of the title compound as a crystalline solid with a light orange color.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666857B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-952f0cb6e0454762b3aa534f4a1dd487 |
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| Source note | uspto-grants-2010_02 |
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