Bromine → HCID 76552553, compound

HRID 2261137Notes

Reaction equation

HRID 2261137 reaction equation
[CH3:1][C:2]1[C:6]2[CH:7]=[C:8]([CH:11]=[C:12]3[S:16][C:15](=[O:17])[NH:14][C:13]3=[O:18])[CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1.[Br:19]Br>CC(O)=O>[Br:19][C:3]1[O:4][C:5]2[CH:10]=[CH:9][C:8]([CH:11]=[C:12]3[S:16][C:15](=[O:17])[NH:14][C:13]3=[O:18])=[CH:7][C:6]=2[C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 24408Bromine2×HCID 713782495-[(3-Methyl-1-benzofuran-5-yl)methylidene]-1,3-thiazolidine-2,4-dione

Product 1

HCID 76552553HCID 76552553, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In a 25 ml 3 neck flask was placed 5-(3-methyl-benzofuran-5-ylmethylene)-thiazolidine-2,4-dione (100 mg, 0.39 mmol) (example 68) and Br2 (20 ul, 1 eq.) in 2 ml of AcOH at 0° C. The mixture was allowed to warm to room temperature. After 2 h at room temperature another equivalent of Br2 was added. After 3 h the reaction was filtered off to obtain a yellow product being the title compound (87 mg, 66%).

Workup

  1. customat 0° C
  2. filtrationAfter 3 h the reaction was filtered off
  3. customto obtain a yellow product

Sources & evidence

ORD record
ord-ce1df566fd944a8aa9208d97a6530662
Source dataset
uspto-grants-2010_12
Patent number
US07846925B2

Reaction notes

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