2-Methylbenzothiazole → 3-Heptyl-2-methylbenzothiazolium iodide

HRID 611444Notes

Reaction equation

HRID 611444 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[I:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>>[I-:11].[CH2:12]([N+:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[S:3][C:2]=1[CH3:1])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 84462-MethylbenzothiazoleHCID 202741-Iodoheptane

Product 1

HCID 675720163-Heptyl-2-methylbenzothiazolium iodide

Procedure

A solution of 2-methylbenzothiazole (10.0 g, 0.067 mol) and 1-iodoheptane (110 mL, 0.67 mol) in 100 mL of acetronitrile was refluxed under nitrogen for 48 hours. The mixture was cooled, filtered, and the solid formed was washed with diethyl ether and recrystallized from ethanol-ethyl acetate to give 3-heptyl-2-methylbenzothiazolium iodide as a light purple solid, mp 110-113° C.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customthe solid formed
  4. washwas washed with diethyl ether
  5. customrecrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-7ef6d825ff6b47c2bd8b1433ab51f5e9
Source dataset
uspto-grants-1999_12
Patent number
US06001331

Reaction notes

Loading…