Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | N-(5-Bromopyridin-2-yl)thiourea | HCID 23438874 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25260858 | HCID 25260858 | — |
Reaction Steps
1.2 (5-Bromo-pyridine-2-yl)-thiourea (1 mmol) is dissolved in DMF (2 ml) and 1-Chloro-propane-2-one (1 eq.) in DMF (2 ml) is added and stirred 2 h at 70° C. After cooling to RT the reaction solution is poured into water and the resulting precipitate is filtered, washed with water and dried 16 h in vacuo at 40° C. (5-Bromo-pyridine-2-yl)-(4-methyl-thiazole-2-yl)-amine is obtained as a colourless powder in a yield of 86%; mp. 241.5-242.6° C.; HPLC (method C): 1.55 min, 269.95 (M+H+); LC-MS (method A): 1.432 min; 1H-NMR (DMSO-d6, 400 MHz): δ [ppm] 11.314 (s, 1H), 8.363 (d, 1H, J=2.9 Hz), 7.865 (dd, 1H, J=2.9 Hz, J=8.9 Hz), 7.037 (d, 1H, J=8.9 Hz), 6.578 (s, 1H), 2.242 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420642B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-152de537abd64c4d8479eee6cf21972c |
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| Source note | uspto-grants-2013_04 |
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