1-Bromododecane → 6-Dodecylthieno[2,3-c]pyridin-6-ium bromide

HRID 616686Notes

Reaction equation

HRID 616686 reaction equation
[S:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[Br:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C(#N)C>[Br-:10].[CH2:22]([N+:7]1[CH:6]=[C:5]2[S:1][CH:2]=[CH:3][C:4]2=[CH:9][CH:8]=1)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH3:11]

Participants

4

Reactant 2

HCID 89191-BromododecaneHCID 9224Thieno(2,3-c)pyridine

Product 1

HCID 203687136-Dodecylthieno[2,3-c]pyridin-6-ium bromideYield 60%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of thieno[2,3-c]pyridine (7 g; 0.052 mole), 1-bromododecane (13 g; 0.052 mole) and acetonitrile (100 cc) is refluxed during 4 hours. The solution is then concentrated in vacuo and the residue is triturated with ether to give, after filtration and drying, 12 g (Yield: 60%; m.p. = 95-100° C) 6-dodecyl-thieno[2,3-c]pyridinium bromide (derivative of the formula (IV)).

Workup

  1. temperatureis refluxed during 4 hours
  2. concentrationThe solution is then concentrated in vacuo
  3. customthe residue is triturated with ether
  4. customto give
  5. filtrationafter filtration
  6. customdrying

Sources & evidence

ORD record
ord-efd41b6347d14c98aa00983b080ac60a
Source dataset
uspto-grants-1978_02
Patent number
US04075340

Reaction notes

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