Octadecyl 4-chlorobenzenesulfonate → HCID 86747169, compound

HRID 2255649Notes

Reaction equation

HRID 2255649 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:30][O:31][C:32]1[C:33]([O:42][CH3:43])=[CH:34][C:35]2[Se:39][C:38]([CH3:40])=[N:37][C:36]=2[CH:41]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([O-:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1.[CH3:30][O:31][C:32]1[C:33]([O:42][CH3:43])=[CH:34][C:35]2[Se:39][C:38]([CH3:40])=[N+:37]([CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12])[C:36]=2[CH:41]=1

Participants

3

Reactant 2

HCID 3321883Octadecyl 4-chlorobenzenesulfonateHCID 86747171Benzoselenazole, 5,6-dimethoxy-2-methyl-

Product 1

HCID 86747169HCID 86747169, compoundYield 65.1%

Conditions

Temperature
130 °C

Procedure

Octadecyl parachlorobenzenesulfonate (11.2 g) was added to 5.84 g of 5,6-dimethoxy-2-methylbenzoselenazole, and the mixture was heated at 130° C. for 6 hours. The crystals yielded by the reaction were washed with ether and then recrystallized from a solvent mixture composed of hexane and benzene. The subsequent drying gave 10.4 g of 5,6-dimethoxy-2-methyl-3-octadecylbenzoselenazolium parachlorobenzenesulfonate (yield 65%).

Workup

  1. customThe crystals yielded by the reaction
  2. washwere washed with ether
  3. customrecrystallized from a solvent mixture
  4. customThe subsequent drying

Sources & evidence

ORD record
ord-844cea5b47c0438f95065b099c1de86a
Source dataset
uspto-grants-1993_08
Patent number
US05241027

Reaction notes

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