Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl isocyanate | HCID 8022 | — |
| Reactant | HCID 59603069 | HCID 59603069 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59603073 | HCID 59603073 | 61% |
Reaction Steps
To the solution of 2-amino-6-methyl-benzothiazol-5-ol (0.20 g, 1.11 mmol) in 1,4-dioxane (5 mL) was added ethylisocyanate (0.13 mL, 1.68 mmol) at room temperature. The resulting mixture was heated to 60-65° C. for 16 h. After completion of reaction (TLC monitoring), 1,4-dioxane was distilled off and co-evaporated with hexane (twice). The solid residue was treated with water to 60-70° C. for 2-4 h. The resulting solid was filtered off and dried under vacuum to obtain the white solid compound (0.17 g, 61%). 1H NMR (DMSO-d6, 400 MHz): δ 1.07 (t, J=7.20 Hz, 3H), 2.17 (s, 3H), 3.16 (m, 2H), 6.68 (br s, 1H), 7.00 (s, 1H), 7.47 (s, 1H), 9.33 (s, 1H), and 10.43 (br s, 1H), MS: 252.18 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299065B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-c5c07d56cb16481e9c26c98db2a18dbf |
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| Source note | uspto-grants-2012_10 |
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