Bromine → HCID 15335373, compound

HRID 1449634Notes

Reaction equation

HRID 1449634 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6]([S:12]([C:15]([F:20])([F:19])[CH:16]([Cl:18])[F:17])(=[O:14])=[O:13])=[CH:5]2.C([O-])(=O)C.[Na+].[Br:26]Br>C(O)(=O)C>[Br:26][C:5]1[C:4]2[C:8](=[CH:9][C:10]([Cl:11])=[C:2]([Cl:1])[CH:3]=2)[NH:7][C:6]=1[S:12]([C:15]([F:20])([F:19])[CH:16]([Cl:18])[F:17])(=[O:13])=[O:14]

Participants

5

Reactant 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 15335372HCID 15335372, compound

Product 1

HCID 15335373HCID 15335373, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5,6-dichloro-2[(2-chloro-1,1,2-trifluoroethyl)sulfonyl]indole (0.84 g, 2.29 mmole) and sodium acetate (0.21 g, 2.52 mmole in acetic acid is treated with bromine (0.40 g, 2.52 mmole), stirred for 0.5 hour at room temperature, poured onto water and filtered. The filtercake is air-dried to afford the title product as a white solid, 0.93 g (91% yield), mp 200°-205° C., identified by IR, 1HNMR and 19FNMR spectral analyses.

Workup

  1. additionpoured onto water
  2. filtrationfiltered
  3. customThe filtercake is air-dried

Sources & evidence

ORD record
ord-22c8ea637fcd468bb9e2b08c1696d930
Source dataset
uspto-grants-1997_02
Patent number
US05599832

Reaction notes

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