Thioacetamide → HCID 19079610, compound
Reaction equation
Br[CH2:2][C:3]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:8]=2[CH:9]=1)=O.[C:16]([NH2:19])(=[S:18])[CH3:17]>C(O)C>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:7]2[O:6][C:5]([C:3]3[N:19]=[C:16]([CH3:17])[S:18][CH:2]=3)=[CH:9][C:8]=2[CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-bromo-1-(5-methoxy-benzofuran-2-yl)-ethanone (0.6 g, 2.2 mmol) and thioacetamide (0.4 g, 5.1 mmol) in ethanol (15 mL) were refluxed for 1hour. The reaction mixture was concentrated in vacuo and subjected to flash chromatography on silica gel (14% ethyl acetate:hexanes) to afford the title compound as a solid, (0.47 g; m.p. 136-137° C.).
Workup
- concentrationThe reaction mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-93e2d94e155b4e2583f244c1cd3ba016
- Source dataset
- uspto-grants-1998_06
- Patent number
- US05767133
Reaction notes
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