Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Amino-2,5-dimethylphenol | HCID 76544 | — |
| Reactant | HCID 13193083 | HCID 13193083 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44225694 | HCID 44225694 | 90% |
Reaction Steps
754 mg (5.50 mmol) of 2,5-dimethyl-4-hydroxyaniline are dissolved in 5 ml of N,N-dimethylformamide and slowly treated with 242 mg (6.05 mmol) of sodium hydride. The reaction mixture is stirred for 15 min, before 972 mg (5.50 mmol) of 3-(tert-butyl)-5-chloro-1,2,4-thiadiazole are added. Subsequently, the reaction mixture is heated at 100° C. for 1 h and then cooled down to AT. After addition of 20 ml of ethyl acetate, the solution is extracted three times with water and dried over MgSO4, and the solvent is removed under vacuum (1.46 g, 94% purity, 90% yield, log P (pH 2.3)=3.29).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168567B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-8b9092541a694e2f9f336c2762e30246 |
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| Source note | uspto-grants-2012_05 |
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