Thioacetamide → HCID 19079610, compound

HRID 964045Notes

Reaction equation

HRID 964045 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]=1

Participants

4

Reactant 2

HCID 2723949ThioacetamideHCID 190796382-Bromo-1-(5-methoxy-2-benzofuranyl)ethanone

Product 1

HCID 19079610HCID 19079610, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. 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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