Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 2-Chloroacetophenone | HCID 10757 | — |
| Reactant | (4-Methyl-1,3-thiazol-5-yl)methanol | HCID 10329317 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 12044346 | HCID 12044346 | — |
Reaction Steps
The neat reaction of 4-methyl-5-(hydroxymethyl)thiazole (590 mg, 4.57 mmol) and 2-chloroacetophenone (710 mg, 4.59 mmol) was heated at 110° C. The mixture solidified within 15 minutes. Acetonitrile (10 mL) was added and the mixture refluxed for another 3 hrs. It was cooled to room temperature and tert-butyl methyl ether (5 mL) was added and the reaction mixture was left overnight at room temperature. The product crystallized was filtered and washed well with a mixture of hexanes:EtOAc (1:1, v/v) and dried. It was recrystallized from a mixture of actonitrile/ethanol/tert-butyl methyl ether; yield 130 mg (10%); mp. 240–242° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07166625B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-adad4e05cd404acaa5686a0d9d6b07bf |
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| Source note | uspto-grants-2007_01 |
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