Thioacetamide → HCID 22316705, compound

HRID 396847Notes

Reaction equation

HRID 396847 reaction equation
Br[CH:2]([C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)[C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=1)=O.[C:20]([NH2:23])(=[S:22])[CH3:21]>C(O)C>[Br:19][C:16]1[CH:17]=[CH:18][C:13]([C:2]2[S:22][C:20]([CH3:21])=[N:23][C:3]=2[C:5]2[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 2723949ThioacetamideHCID 53712477HCID 53712477, compound

Product 1

HCID 22316705HCID 22316705, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-bromo-2-(4-bromophenyl)-1-(4-methylthiophenyl)ethanone (7.6 g, 0.018 mol) and thioacetamide 1.4 g, 0.018 mol) in ethanol (150 mL) was refluxed for 1 day. The mixture was concentrated and the solid was purified by flash chromatography eluting with CH2Cl2/hexane (2/1) to give title compound (3.8 g, 56%).

Workup

  1. temperaturewas refluxed for 1 day
  2. concentrationThe mixture was concentrated
  3. customthe solid was purified by flash chromatography
  4. washeluting with CH2Cl2/hexane (2/1)

Sources & evidence

ORD record
ord-fae6855e416f4961947f5af682900102
Source dataset
uspto-grants-2003_08
Patent number
US06608095B2

Reaction notes

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