HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-1,1,1-trifluoro-2-propanone → 2-Thiazolamine, 4-(trifluoromethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-1,1,1-trifluoro-2-propanone | HCID 79008 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Thiazolamine, 4-(trifluoromethyl)- | HCID 1201417 | 86.3% |
Reaction Steps
A solution of 3-bromo-1,1,1-trifluoroacetone (5.0 g, 26.184 mmol) and thiourea (2.0 g, 26.184 mmol) in ethanol was heated to 50-55° C. for 2.0 h till TLC indicated completion of the reaction. The reaction mixture was concentrated and the residue made basic with 5% NaOH. The mixture was then extracted with ethyl acetate and concentrated to yield a residue which was column purified to afford 3.8 g of the desired compound: 1H NMR (300 MHz, DMSO-d6) δ 7.25 (s, 1H), 7.43 (br s, 2H); ESI-MS (m/z) 169.37 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518955B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-6ea89a7329c945e2baccc3f52df9aec4 |
| Source note | uspto-grants-2013_08 |