Iodine → 5-Iodo-2,3-bis(4-methoxyphenyl)thiophene

HRID 280581Notes

Reaction equation

HRID 280581 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1.[I:22]I>C(Cl)Cl>[I:22][C:11]1[S:10][C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[C:13]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[CH:12]=1

Participants

4

Reactant 2

HCID 807Iodine2×HCID 114037172,3-Bis(4-methoxyphenyl)thiophene

Product 1

HCID 136693215-Iodo-2,3-bis(4-methoxyphenyl)thiophene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2,3-bis(4-methoxyphenyl)thiophene (5.92 g, 20 mmole) in 70 ml methylene chloride was cooled in an ice bath and treated in portions with iodine (5.6 g, 20 mmole) and red mercuric oxide (4.32 g, 20 mmole). The reaction mixture was stirred at room temperature for 4 hours and then treated with additional portions of iodine (2.8 g, 10 mmole) and mercuric oxide (2.16 g, 10 mmole). After 2 hours additional, the reaction mixture was filtered through a celite pad.

Workup

  1. waitAfter 2 hours additional
  2. filtrationthe reaction mixture was filtered through a celite pad

Sources & evidence

ORD record
ord-c26745a6f352465b956145b1aa144d88
Source dataset
uspto-grants-1986_05
Patent number
US04590205

Reaction notes

Loading…