Chlorosuccinimide → 5-Chloro-2,3-bis(4-methoxyphenyl)thiophene

HRID 280580Notes

Reaction equation

HRID 280580 reaction equation
[Cl:1]N1C(=O)CCC1=O.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[S:18][CH:19]=[CH:20][C:21]=2[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[CH:13][CH:12]=1>C(Cl)Cl.C(O)(=O)C>[Cl:1][C:19]1[S:18][C:17]([C:14]2[CH:13]=[CH:12][C:11]([O:10][CH3:9])=[CH:16][CH:15]=2)=[C:21]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[CH:20]=1

Participants

5

Reactant 2

HCID 31398ChlorosuccinimideHCID 114037172,3-Bis(4-methoxyphenyl)thiophene

Product 1

HCID 136693205-Chloro-2,3-bis(4-methoxyphenyl)thiophene

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of N-chlorosuccinimide (2.92 g, 22 mmole) in 50 ml methylene chloride was added to a solution of 2,3-bis(4-methoxyphenyl)thiophene (5.92 g, 20 mmole) in 70 ml methylene chloride and 75 ml acetic acid. After 45 minutes at room temperature, the reaction mixture was heated at reflux for 18 hours. The cooled reaction mixture was then concentrated in vacuo.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 18 hours
  3. customThe cooled reaction mixture
  4. concentrationwas then concentrated in vacuo

Sources & evidence

ORD record
ord-7d21ea76c706432d837e9b89b897f669
Source dataset
uspto-grants-1986_05
Patent number
US04590205

Reaction notes

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