Bromine → 5-Chloro-2-(2-pentyl-5-pyridyl)-thiophene

HRID 542696Notes

Reaction equation

HRID 542696 reaction equation
[Cl:1]Cl.BrBr.[CH2:5]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][N:11]=1)[CH2:6][CH2:7][CH2:8][CH3:9]>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:18]1[S:17][C:16]([C:13]2[CH:14]=[CH:15][C:10]([CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])=[N:11][CH:12]=2)=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 24526ChlorineHCID 202067512-(2-Pentyl-5-pyridyl)-thiophene

Product 1

HCID 202067675-Chloro-2-(2-pentyl-5-pyridyl)-thiophene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

7.3 g of chlorine are passed in, or 17 g of bromine are added dropwise, with stirring, to a solution of 23.1 g of 2-(2-pentyl-5-pyridyl)-thiophene in 40 ml of CCl4 at 20°. After the mixture has been left to stand for 1 hour, it is warned at 50° for 2 hours, washed with dilute sodium hydroxide solution and worked up in the customary manner to give 5-chloro-2-(2-pentyl-5-pyridyl)-thiophene, m.p. 32°, c.p. 18° (or 5-bromo-2-(2-pentyl-5-pyridyl)-thiophene).

Workup

  1. additionare added dropwise
  2. waitAfter the mixture has been left
  3. waitit is warned at 50° for 2 hours
  4. washwashed with dilute sodium hydroxide solution

Sources & evidence

ORD record
ord-b28b3ec41fc84487b24791bc3e18c422
Source dataset
uspto-grants-1987_04
Patent number
US04659503

Reaction notes

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