Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 5-Chloro-3-ethyl-2-methylbenzothiazolium p-toluenesulphonate | HCID 113090 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 73186994 | HCID 73186994 | 52% |
Reaction Steps
11.1 g of 5-chloro-3-ethyl-2-methylbenzothiazolium p-toluenesulfonate and 5.5 g of 4-methylcoumarin-2-thione were reacted under heat at 150° C. for 23 hours, and then 25 ml of methanol, 50 ml of acetone and 150 ml of ethyl acetate were added to the reaction mixture in the order listed. After cooling to room temperature, crystals precipitated out from the reaction solution, and the crystals were separated by filtration and washed with a small amount of acetone. Afterwards, the crystals were placed in a mixed solvent comprising 25 ml of methanol, 50 ml of acetone, and 150 ml of ethyl acetate at room temperature, and stirred for 20 minutes, and then the crystals was again separated by filtration and washed with acetone, to finally obtain 7.9 g of the desired p-toluenesulfonate product. Yield: 52%. Appearance: brown crystal. M.p.: 282°-283° C. (decomposition).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04713316 |
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| Source dataset | uspto-grants-1987_12 |
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| ORD ID | ord-d62eca8db4264c7e88d4b1734a028386 |
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| Source note | uspto-grants-1987_12 |
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