Benzenesulfonyl chloride → 2-Methoxy-3-octadecyloxy-1-propanol benzene-sulfonate

HRID 2412384

Reaction equation

HRID 2412384 reaction equation
COC(COCCCCCCCCCCCCCCCCCC)CS.[CH3:26][O:27][CH:28]([CH2:31][O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH2:29][OH:30].[CH:51]1[CH:56]=[CH:55][C:54]([S:57](Cl)(=[O:59])=[O:58])=[CH:53][CH:52]=1>N1C=CC=CC=1>[C:54]1([S:57]([O:30][CH2:29][CH:28]([O:27][CH3:26])[CH2:31][O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])(=[O:59])=[O:58])[CH:55]=[CH:56][CH:51]=[CH:52][CH:53]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 3364221-Propanol, 2-methoxy-3-(octadecyloxy)-HCID 204322112-Methoxy-3-octadecyloxy-1-propanethiol

Product 1

HCID 204322202-Methoxy-3-octadecyloxy-1-propanol benzene-sulfonate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The 2-methoxy-3-octadecyloxy-1-propanethiol used as starting material is prepared in the following manner: 2-methoxy-3-octadecyloxy-1-propanol is reacted with benzenesulfochloride in anhydrous pyridine to give 2-methoxy-3-octadecyloxy-1-propanol benzene-sulfonate, (oil). This is then reacted with thiorea in butanol to give the isothiuronium salt which is saponified with potassium hydroxide solution and the thiol liberated with hydrochloric acid.

Workup

  1. customis prepared in the following manner

Sources & evidence

ORD record
ord-d30426eed12a43af96a546584e943e86
Source dataset
uspto-grants-1985_01
Patent number
US04492659

Linked notes

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