1-Bromo-2-nitrobenzene → HCID 19089163, compound

HRID 1464090Notes

Reaction equation

HRID 1464090 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7](I)[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].[N+:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1Br)([O-:14])=[O:13]>[Cu]>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 113411-Bromo-2-nitrobenzeneHCID 37350511-iodo-3-(methylsulfonyl)benzene

Product 1

HCID 19089163HCID 19089163, compound

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Conditions

Temperature
120 °C

Procedure

A mixture of 3-methanesulphonyliodobenzene (26.8 g), 2-nitrobromobenzene (19.2 g) and copper powder (18.2 g) was heated at 120° C. for 27 hours to yield a residue which was purified by chromatography on a silica column eluted initially with hexane and then with mixtures of ethylacetate and hexane in which the ethylacetate content was progressively raised to 60% to give 3'-methanesulphonyl-2-nitrobiphenyl (m.p. 124°-125° C.).

Workup

  1. customto yield a residue which
  2. customwas purified by chromatography on a silica column
  3. washeluted initially with hexane
  4. temperaturewith mixtures of ethylacetate and hexane in which the ethylacetate content was progressively raised to 60%

Sources & evidence

ORD record
ord-070e6f1e440f4f598b67f44f11f4a913
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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